Triethylamine → 3,5-Dichloro-N-(4-chloro-2-methyl-benzothiazol-5-yl)-benzamide

HRID 1766323Notes

Reaction equation

HRID 1766323 reaction equation
[Cl:1][C:2]1[C:7]2[N:8]=[C:9]([CH3:11])[S:10][C:6]=2[CH:5]=[CH:4][C:3]=1[NH2:12].[Cl:13][C:14]1[CH:15]=[C:16]([CH:20]=[C:21]([Cl:23])[CH:22]=1)[C:17](Cl)=[O:18].C(N(CC)CC)C>C1COCC1>[Cl:13][C:14]1[CH:15]=[C:16]([CH:20]=[C:21]([Cl:23])[CH:22]=1)[C:17]([NH:12][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([CH3:11])=[N:8][C:7]=2[C:2]=1[Cl:1])=[O:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 761913,5-Dichlorobenzoyl chlorideHCID 112178574-Chloro-2-methylbenzo[d]thiazol-5-amine

Product 1

HCID 211102733,5-Dichloro-N-(4-chloro-2-methyl-benzothiazol-5-yl)-benzamideYield 60%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Reaction of 4-chloro-2-methyl-benzothiazol-5-ylamine (50 mg, 0.25 mmol) in THF (1.5 mL) with 3,5-dichlorobenzoyl chloride (122 mg, 0.56 mmol) in presence of triethylamine (0.5 mL) according to method A gave 3,5-Dichloro-N-(4-chloro-2-methyl-benzothiazol-5-yl)-benzamide (66 mg, 0.15 mmol, 60% yield) as a off-white powder after crystallisation in hexane/DCM.

Sources & evidence

ORD record
ord-116179d96ccd4be9a30736419599bb6d
Source dataset
uspto-grants-2007_06
Patent number
US07230020B2

Reaction notes

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