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Benzoyl chloride → HCID 86606565, compound

HRID 2244408
Notes
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Reaction equation

HRID 2244408 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[N:12]=[C:13]([CH3:17])[S:14][C:15]=2[NH2:16])=[O:10])[CH:5]=[CH:6][CH:7]=1.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>O1CCOCC1.N1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([NH:8][C:9]([C:11]2[N:12]=[C:13]([CH3:17])[S:14][C:15]=2[NH:16][C:18](=[O:25])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:10])[CH:5]=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 7412Benzoyl chlorideHCID 11608689HCID 11608689, compound

Product 1

HCID 86606565HCID 86606565, compoundYield 4.7%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 5-amino-2-methyl-thiazole-4-carboxylic acid (3-chloro-phenyl)-amide (0.04 g, 0.17 mmol) in dry dioxane (0.50 ml) and pyridine (0.02 ml) was cooled to 0° C. and treated with benzoyl chloride (0.02 g, 0.17 mmol). The mixture was then left to warm to room temperature and stirred overnight. After evaporation of the solvent, the residue was triturated in acetonitrile to yield the title compound (0.003 g, 4%) as a white solid, MS (ISP): m/e=372.3 (M+H+)

Workup

  1. waitThe mixture was then left
  2. customAfter evaporation of the solvent
  3. customthe residue was triturated in acetonitrile

Sources & evidence

ORD record
ord-fd7c9e55b0d4458da9cab198f440cf20
Source dataset
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07678815B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes