Thionyl Chloride → HCID 21182666, compound

HRID 1387114Notes

Reaction equation

HRID 1387114 reaction equation
S(Cl)(Cl)=O.[N+:5]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][C:16]=1[CH2:17][N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)[C:11]([OH:13])=O)([O-:7])=[O:6].[CH2:23]([O:30][C:31]1[CH:32]=[CH:33][C:34]2[CH:38]=[C:37]([N:39]([CH3:41])[CH3:40])[S:36][C:35]=2[CH:42]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[N+:5]([C:8]1[CH:9]=[C:10]([C:11]([C:38]2[C:34]3[CH:33]=[CH:32][C:31]([O:30][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:42][C:35]=3[S:36][C:37]=2[N:39]([CH3:41])[CH3:40])=[O:13])[CH:14]=[CH:15][C:16]=1[CH2:17][N:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1)([O-:7])=[O:6]

Participants

4

Reactant 3

HCID 24386Thionyl ChlorideHCID 106129946-Benzyloxy-2-dimethylaminobenzo[b]thiopheneHCID 21182684HCID 21182684, compound

Product 1

HCID 21182666HCID 21182666, compoundYield 70%

Procedure

The title compound was prepared in 70% yield by essentially following the procedures outlined in Example 39, Part B (except using thionyl chloride instead of oxalyl chloride) from 3-nitro-4-[(1-pyrrolidinyl)methyl]benzoic acid (Part C, above) and 6-benzyloxy-2-(dimethylamino)benzo[b]thiophene (Example 81, Part B).

Sources & evidence

ORD record
ord-41964061540648ffbb9ee5c860693467
Source dataset
uspto-grants-2001_07
Patent number
US06265575B1

Reaction notes

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