2,6-Dimethoxybenzoyl chloride → N-(3-tert-Butyl-1,2-thiazol-5-yl)-2,6-dimethoxybenzamide

HRID 1649321Notes

Reaction equation

HRID 1649321 reaction equation
[NH2:1][C:2]1[S:6][N:5]=[CH:4][CH:3]=1.[CH3:7][O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH3:19])[C:10]=1[C:11](Cl)=[O:12]>C1(C)C=CC=CC=1>[CH3:9][C:10]([C:4]1[CH:3]=[C:2]([NH:1][C:11](=[O:12])[C:10]2[C:9]([O:8][CH3:7])=[CH:17][CH:16]=[CH:15][C:14]=2[O:18][CH3:19])[S:6][N:5]=1)([CH3:14])[CH3:11]

Participants

4

Reactant 2

HCID 748102,6-Dimethoxybenzoyl chlorideHCID 199397211,2-Thiazol-5-amine

Product 1

HCID 13239369N-(3-tert-Butyl-1,2-thiazol-5-yl)-2,6-dimethoxybenzamideYield 30%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of the 5-amino-isothiazole and 1.1 g of 2,6-dimethoxybenzoyl chloride in 50 ml of toluene was heated at reflux for two hours, during which time a precipitate formed. The precipitate was collected by filtration and dried to give 340 mg of N-[3-(1,1-dimethylethyl)-5-isothiazolyl]-2,6-dimethoxybenzamide.

Workup

  1. temperatureat reflux for two hours, during which time a precipitate
  2. customformed
  3. filtrationThe precipitate was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-e0054aa44b9748e3a17f5885fd001306
Source dataset
uspto-grants-1983_11
Patent number
US04416683

Reaction notes

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