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Chemical Structure| 611-17-6 Chemical Structure| 611-17-6
Chemical Structure| 611-17-6

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CAS No.: 611-17-6

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Product Details of [ 611-17-6 ]

CAS No. :611-17-6
Formula : C7H6BrCl
M.W : 205.48
SMILES Code : ClC1=CC=CC=C1CBr
MDL No. :MFCD00000566
InChI Key :PURSZYWBIQIANP-UHFFFAOYSA-N
Pubchem ID :11905

Safety of [ 611-17-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314-H335
Precautionary Statements:P261-P280-P305+P351+P338-P310
Class:8
UN#:3265
Packing Group:Ⅱ

Application In Synthesis of [ 611-17-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 611-17-6 ]

[ 611-17-6 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 705280-65-5 ]
  • [ 611-17-6 ]
  • [ 808736-62-1 ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); at 20℃; for 4.0h; To a solution of <strong>[705280-65-5]dimethyl 2-bromo-1H-imidazole-4,5-dicarboxylate</strong> obtained in Preparation 1 (261mg) in dimethylformamide (3mL), was added 2-chlorobenzyl bromide (218mg) and N,N-diisopropylethylamine (0.28mL), and the mixture was stirred at room temperature for 4hrs.The resulting mixture was diluted with ethyl acetate, and washed successively water and brine. The organic layer was dried over anhydrous sodium sulfate and evaporated in vacuo. The residue was chromatographed on silica gel eluting with chloroform and ethyl acetate (4:1) to give the target compound (146mg).NMR (CDC13) : 8 3.81(3H, s), 3.94(3H, s), 5.57(2H, s), 6.52(1H, dd, J=2,8Hz), 7.13 - 7.48(2H, m), 7.42(1H, dd, J=2,8Hz).
  • 2
  • [ 150008-24-5 ]
  • [ 611-17-6 ]
  • [ 1229313-13-6 ]
  • 3
  • [ 53241-92-2 ]
  • [ 611-17-6 ]
  • [ 1345869-47-7 ]
  • 4
  • [ 611-17-6 ]
  • [ 57473-33-3 ]
  • [ 1366126-71-7 ]
  • 5
  • [ 1303587-99-6 ]
  • [ 611-17-6 ]
  • 2-chloro-8-(2-chlorobenzyl)-7,8-dihydro-6H-pyrimido[5,4-b][1,4]oxazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0℃; for 1h;Inert atmosphere; Synthesis of 2-chloro-8-(2-chlorobenzyl)-7 , 8-dihydro-6H-pyrimido [5, 4-b] [I, 4] oxazine [0461] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (150 mg, 0.87 mmol) in DMF (5 mL) under argon atmosphere were added sodium hydride (42 mg, 1.75 mmol) and l-(bromomethyl)-2-chlorobenzene (215 mg, 1.05 mmol) at 0 C. The reaction mixture was stirred for 1 h at 0 C. After consumption of the starting materials (monitored by TLC), the reaction was diluted with cold water (10 mL) and extracted with CH2CI2 (2 x 10 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford 2-chloro-8-(2-chlorobenzyl)-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (160 mg, 62%) as an off-white solid . This compound was used without further purification. 1H-NMR (OMSO-d6, 500 MHz): delta 7.79 (s, 1H), 7.51-7.49 (m, 1H), 7.40-7.25 ( m, 3H), 4.83 (s, 2H), 4.29-4.25 (m, 2H), 3.57-3.51 (m, 2H); LCMS: 295.8 (M+l); (column; X-Select CSH C-18 (50 3.0 mm, 3.5 muiotaeta); RT 3.76 min 0.05% Aq TFA: ACN; 0.80 mL/min); TLC: 100% EtOAc (R 0.6).
  • 6
  • [ 34113-69-4 ]
  • [ 611-17-6 ]
  • C21H15Cl3O3 [ No CAS ]
  • 7
  • [ 185613-91-6 ]
  • [ 611-17-6 ]
  • 4-(benzo[d][1,3]dioxol-5-yl)-N-(2-chlorobenzyl)thiazole-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
18% General procedure: A solution of <strong>[185613-91-6]4-(benzo[d][1,3]dioxol-5-yl)thiazol-2-amine</strong> (1.0 equiv) and NaH (1.5 equiv) in THF was stirred at room temperature. After 1 h, benzyl bromide (1.5 equiv) was added and stirring was continued for 10 more min. The reaction progress was monitored by TLC. After completion of the reaction, quenched with saturated NH4Cl solution and extracted with EtOAc, the organic layer was dried over MgSO4, filtered, concentrated invacuo. The residue was purified by silica gel column chromatography (16% EtOAc/hexanes) to afford desired product.
17.6% 4-(Benzo[d][1,3]dioxol-5-yl)thiazol-2-amine(2) (1.00 g, 4.54 mmol) and NaH (0.164 g, 6.82 mmol) to THF (15 ml) todissolved and then allowed to react at room temperature for 1 hour under a nitrogen stream. After dropwise addition of 2-chlorobenzylbromide (1.40 g, 6.82 mmol) slowly at room temperature and reacted for 10 minutes. After the reaction wasfinished, it was concentrated under reduced pressure and extracted three times into a saturated solution of NaHCO3 isdissolved in ethyl acetate. The ethyl acetate layer was separated and dried with anhydrous Na2SO4, then purified by columnchromatography (Ethyl acetate: Hexane = 1: 5) to give the compound 1e to give. Yield 17.6%
  • 8
  • [ 611-17-6 ]
  • [ 4983-28-2 ]
  • C11H8Cl2N2O [ No CAS ]
 

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