3-(Trifluoromethyl)benzoyl chloride → 3-Trifluoromethyl-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide

HRID 339520

Reaction equation

HRID 339520 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:9][C:10]3[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[F:19][C:20]([F:31])([F:30])[C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=1)[C:24](Cl)=[O:25]>N1C=CC=CC=1>[F:19][C:20]([F:30])([F:31])[C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][CH:29]=1)[C:24]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[S:9][C:10]3[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:6][CH:7]=1)=[O:25]

Participants

4

Reactant 2

HCID 752573-(Trifluoromethyl)benzoyl chlorideHCID 3918704-(6-Methoxy-1,3-benzothiazol-2-yl)aniline

Product 1

HCID 673121363-Trifluoromethyl-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamideYield 86.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Prepared as described in the Amide Coupling section using 2-(4-aminophenyl)-6-methoxybenzothiazole (0.06 g, 0.23 mmol) and 3-trifluoromethylbenzoyl chloride (0.054 g, 0.26 mmol) in dry pyridine (7.5 ml) to give the title compound (0.085 g, 85%) as a colourless solid after work-up.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9960f492bb52472990dc749ad7477ea2
Source dataset
uspto-grants-2014_11
Patent number
US08895313B2

Linked notes

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