3-Chlorobenzaldehyde → 2-(3-chlorophenyl)-ethenyl-5H-cyclohept[d]imidazo[2,1-b]thiazol-3-yl methanone

HRID 635873Notes

Reaction equation

HRID 635873 reaction equation
[N:1]1[CH:2]=[C:3]([C:14](=[O:16])[CH3:15])[N:4]2[C:8]3[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:7]=3[S:6][C:5]=12.[Cl:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[CH:21]=O>>[Cl:17][C:18]1[CH:19]=[C:20]([CH:21]=[CH:15][C:14]([C:3]2[N:4]3[C:5]([S:6][C:7]4[CH:13]=[CH:12][CH:11]=[CH:10][CH2:9][C:8]=43)=[N:1][CH:2]=2)=[O:16])[CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 114773-ChlorobenzaldehydeHCID 212564561-(6,7,8,9-Tetrahydro-5H-cyclohept[d]imidazo[2,1-b]thiazol-3-yl)-ethanone

Product 1

HCID 867564272-(3-chlorophenyl)-ethenyl-5H-cyclohept[d]imidazo[2,1-b]thiazol-3-yl methanone

Procedure

1-(6,7,8,9-Tetrahydro-5H-cyclohept[d]-imidazo[2,1-b]thiazol-3-yl ethanone (Formula N-4), 1.87 g, and 3-chlorobenzaldehyde (0.216 g) were condensed following non-critical variations of Example 15 to provide 6,7,8,9-Tetrahydro-[2-(3-chlorophenyl)-ethenyl-5H-cyclohept[d]imidazo[2,1-b]thiazol-3-yl methanone (Formula N-5, X=3-chloro), (2.72 g), m.p. 137-139°.

Workup

  1. customcondensed

Sources & evidence

ORD record
ord-68c71490665b44a189993c5eade27984
Source dataset
uspto-grants-2001_02
Patent number
US06191124B1

Reaction notes

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