4-Methylbenzoyl Chloride → 4-Methyl-N-(4-phenyl-2-thiazolyl)benzamide

HRID 1771497Notes

Reaction equation

HRID 1771497 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([NH2:12])[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1>N1C=CC=CC=1>[CH3:13][C:14]1[CH:22]=[CH:21][C:17]([C:18]([NH:12][C:9]2[S:10][CH:11]=[C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]=2)=[O:19])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 134054-Methylbenzoyl ChlorideHCID 403022-Amino-4-phenylthiazole

Product 1

HCID 5773474-Methyl-N-(4-phenyl-2-thiazolyl)benzamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-Phenyl-thiazol-2-ylamine (35.2 mg, 0.200 mmol) and 4-methyl-benzoyl chloride (30.9 mg, 0.200 mmol) were dissolved in 1 mL of pyridine. The reaction mixture was stirred at room temperature overnight and then purified by reverse -phase preparative liquid chromatography (20.6 mg, 0.0635 mmol, 31.8%). ESI-MS m/z calc. 294.1, found 295.2 (M+1)+ Retention time 3.55 minutes.

Workup

  1. custompurified by reverse -phase preparative liquid chromatography (20.6 mg, 0.0635 mmol, 31.8%)

Sources & evidence

ORD record
ord-b2b4ab2931ce4741a7d2cab3cd3f4a15
Source dataset
uspto-grants-2016_02
Patent number
US09249131B2

Reaction notes

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