2-Thiophenecarbonyl chloride → N-(4H-indeno[1,2-d][1,3]thiazol-2-yl)thiophene-2-carboxamide

HRID 2217330Notes

Reaction equation

HRID 2217330 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].[S:15]1[CH:19]=[CH:18][CH:17]=[C:16]1[C:20](Cl)=[O:21]>>[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]([C:16]1[S:15][CH:19]=[CH:18][CH:17]=1)=[O:21]

Participants

3

Reactant 2

HCID 789282-Thiophenecarbonyl chlorideHCID 49796119HCID 49796119, compound

Product 1

HCID 2727911N-(4H-indeno[1,2-d][1,3]thiazol-2-yl)thiophene-2-carboxamideYield 17.8%

Procedure

Acylation 8H-Indeno[1,2-d]thiazol-2-ylamine hydroiodide 1a (Prepared in Example 1, Step 1, 100 mg; 0.32 mmol) with 2-thiophenecarbonyl chloride (0.106 mL; 0.96 mmol) in a manner similar to that described in Example 1, Step 3 provided 17 mg of Thiophene-2-carboxylic acid (8H-indeno[1,2-d]thiazol-2-yl)-amide 6. EI-HRMS m/e calcd for C15H10N2OS2 (M+) 298.0235, found 298.0233.

Sources & evidence

ORD record
ord-209b4b693932480ea04802e0c25fa493
Source dataset
uspto-grants-2008_08
Patent number
US07407977B2

Reaction notes

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