4-(Dimethylamino)benzoyl chloride → HCID 10116297, compound

HRID 584967Notes

Reaction equation

HRID 584967 reaction equation
FC(F)(F)C(O)=O.[CH3:8][NH:9][CH2:10][C:11]1[CH:12]=[C:13]([C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH:24]3[S:28][C:27](=[O:29])[NH:26][C:25]3=[O:30])=[CH:19][CH:18]=2)[CH:14]=[CH:15][CH:16]=1.[CH3:31][N:32]([CH3:42])[C:33]1[CH:41]=[CH:40][C:36]([C:37](Cl)=[O:38])=[CH:35][CH:34]=1>>[CH3:31][N:32]([CH3:42])[C:33]1[CH:41]=[CH:40][C:36]([C:37]([N:9]([CH2:10][C:11]2[CH:12]=[C:13]([C:17]3[CH:18]=[CH:19][C:20]([CH2:23][CH:24]4[S:28][C:27](=[O:29])[NH:26][C:25]4=[O:30])=[CH:21][CH:22]=3)[CH:14]=[CH:15][CH:16]=2)[CH3:8])=[O:38])=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 44007824-(Dimethylamino)benzoyl chlorideHCID 223414025-(3'-Methylaminomethylbiphenyl-4-ylmethyl)thiazolidine-2,4-dione trifluoroacetate

Product 1

HCID 10116297HCID 10116297, compound

Procedure

In a manner similar to that of Example 37(e), by reacting 1 g (2.2 mmol) of 5-(3′-methylaminomethyl-biphenyl-4-ylmethyl)thiazolidine-2,4-dione trifluoro-acetate with 500 mg (3 mmol) of 4-dimethylaminobenzoyl chloride, and after purification, 200 mg (20%) of 4-dimethylamino-N-[4′-(2,4-dioxothiazolidin-5-ylmethyl)-biphenyl-3-ylmethyl]-N-methylbenzamide, with a melting point of 100° C., are obtained.

Workup

  1. customafter purification, 200 mg (20%) of 4-dimethylamino-N-[4′-(2,4-dioxothiazolidin-5-ylmethyl)-biphenyl-3-ylmethyl]-N-methylbenzamide
  2. customwith a melting point of 100° C., are obtained

Sources & evidence

ORD record
ord-2309b12d58a14fa8b584d1350d2d3bfc
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

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