4-Cyanobenzoyl chloride → 4-cyano-N-(8H-indeno[1,2-d]thiazol-2-yl)benzamide

HRID 2217328Notes

Reaction equation

HRID 2217328 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].[C:15]([C:17]1[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][CH:18]=1)#[N:16]>>[C:15]([C:17]1[CH:25]=[CH:24][C:20]([C:21]([NH:14][C:3]2[S:2][C:6]3[CH2:7][C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=4[C:5]=3[N:4]=2)=[O:22])=[CH:19][CH:18]=1)#[N:16]

Participants

3

Reactant 2

HCID 801724-Cyanobenzoyl chlorideHCID 49796119HCID 49796119, compound

Product 1

HCID 32986044-cyano-N-(8H-indeno[1,2-d]thiazol-2-yl)benzamideYield 25.6%

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-cyanobenzoyl chloride (164 mg; 0.96 mmol) in a manner similar to that described in Example 1, Step 3 provided 26 mg of 4-Cyano-N-(8H-indeno[1,2-d]thiazol-2-yl)-benzamide 4. EI-HRMS m/e calcd for C18H14N2OS (M+) 306.0827, found 306.0827.

Sources & evidence

ORD record
ord-3dc5a2c4778144b783a061da2e7ff5d8
Source dataset
uspto-grants-2008_08
Patent number
US07407977B2

Reaction notes

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