4-Methylbenzoyl Chloride → N-(8H-indeno[1,2-d]thiazol-2-yl)-4-methylbenzamide

HRID 2217329Notes

Reaction equation

HRID 2217329 reaction equation
I.[S:2]1[C:6]2[CH2:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:5]=2[N:4]=[C:3]1[NH2:14].[CH3:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1>>[S:2]1[C:6]2[CH2:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:5]=2[N:4]=[C:3]1[NH:14][C:20](=[O:21])[C:19]1[CH:23]=[CH:24][C:16]([CH3:15])=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 134054-Methylbenzoyl ChlorideHCID 49796119HCID 49796119, compound

Product 1

HCID 4075886N-(8H-indeno[1,2-d]thiazol-2-yl)-4-methylbenzamideYield 25.5%

Procedure

Acylation of 8H-Indeno[1,2-d]thiazol-2-ylamine hydroiodide 1a (Prepared in Example 1, Step 1, 100 mg; 0.32 mmol) with 4-methylbenzoyl chloride (0.0.130 mL; 0.96 mmol) in a manner similar to that described in Example 1, Step 3 provided 25 mg of N-(8H-Indeno[1,2-d]thiazol-2-yl)-4-methyl-benzamide 5. EI-HRMS m/e calcd for C16H11N3OS (M+) 293.0623, found 293.0621.

Sources & evidence

ORD record
ord-fa3fe76ebab34458a13c5b19106160cb
Source dataset
uspto-grants-2008_08
Patent number
US07407977B2

Reaction notes

Loading…