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[ CAS No. 934266-82-7 ] {[proInfo.proName]}

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Chemical Structure| 934266-82-7
Chemical Structure| 934266-82-7
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Product Details of [ 934266-82-7 ]

CAS No. :934266-82-7 MDL No. :MFCD11846492
Formula : C6H4BrN3S Boiling Point : -
Linear Structure Formula :- InChI Key :XYEWTFOCPLSOIC-UHFFFAOYSA-N
M.W : 230.09 Pubchem ID :45789977
Synonyms :

Safety of [ 934266-82-7 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
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Application In Synthesis of [ 934266-82-7 ]

* 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 [ 934266-82-7 ]

[ 934266-82-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1112982-76-9 ]
  • [ 934266-82-7 ]
YieldReaction ConditionsOperation in experiment
93% As shown in step 4-ii of Scheme 21, Compound 1005 (5.44 g, 20 mmol) was suspended in 6 N HCl (100 mL). The reaction mixture was heated at reflux for 1 h, at which time all of the material went into solution. The mixture was cooled to RT and the reaction was made basic to a pH of 10, at which time the product precipitated out. The solid was collected on a fritted funnel and dried to afford 5-bromothiazolo[5,4-delta]pyridin-2-amine (Compound 1006, 4.35 g, 93% yield): ESMS (M+H) 230, 232; 1H NMR (DMSO-d6) delta 7.9 (br, 2H), 7.6 (d, IH), 7.4 (d, IH).
  • 2
  • [ 934266-82-7 ]
  • [ 108-24-7 ]
  • [ 1112982-76-9 ]
YieldReaction ConditionsOperation in experiment
100% With pyridine; at 20℃; Example 1; Preparation of 7V-(5-Bromothiazolo[5,4-Z>]pyridin-2-yl)acetamide (1); 1A 1B Example 1[0376] To a 500 ml 3-neck under N2 was added KSCN (42.1 g, 433 mmol), followed by 225 mL of HOAc. It was cooled to -5 0C and 6-bromo-3-aminopyridine (15 g, 86.7 mmol) was added in portions. The mixture was further cooled to -15 0C, and a solution of Br2 (5.7 mL) in 12 mL of HOAc was added dropwise while keeping the bath temperature below 10 0C. It was then allowed to slowly warm up to room temperature and stirred overnight. The small amount of precipitate was filtered off. The mother liquor was cooled to 0 0C, and water was added (200 mL). It was stirred for 5 min, and the precipitate formed was collected and washed with cold MeOH/Et2O (1 :3, 50 mL, 2 times). The solid was dried under vacuum overnight to give 5-bromothiazolo[5,4-b]pyridin-2- amine the titled compound as a yellow solid (10.2 g, 51%). The solvent was stripped from the filtrate to half the volume, and the precipitation was collected, washed with cold MeOH-Et2O, and dried to give another 2 g of product with a combined yield of 12.2 g (61% yield). To the above obtained compound (11.3 g, 40 mmol) in pyridine (88 mL) was slowly added Ac2O (44 mL) at 0 0C. The mixture was then stirred at room temperature for 16 h. Solvent was removed, and the residue was subjected to vacuum for 20 h to give N- (5-bromothiazolo[5,4-b]pyridin-2-yl)acetamide as a light brown solid (13.3 g, 100%). [M+H] calc'd for C8H6BrN3OS, 272; found, 272.
80% With dmap; In dichloromethane; at 20℃;Cooling with ice; Inert atmosphere; In a similar manner as for 5b, started with 4b (0.25 g, 1.09 mmol) to produce 5d (0.23 g, 80%). Mp: 240.0-242.0 C; 1H NMR (DMSO-d6): delta 12.62 (s, 1H, NH), 8.16 (d, J = 8.8 Hz, 1H, Ar-H), 7.57 (d, J = 8.8 Hz, 1H, Ar-H), 2.24 (s, 3H, CH3). ESI-HRMS m/z: calcd for C8H6BrN3NaOS [M+Na]+: 293.9313; found 293.9315.
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