Pivaloyl chloride → HCID 91510944, compound

HRID 584931Notes

Reaction equation

[CH3:1][NH:2][CH2:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]=[C:17]3[S:21][C:20](=[O:22])[NH:19][C:18]3=[O:23])=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1.[CH3:24][C:25]([CH3:30])([CH3:29])[C:26](Cl)=[O:27]>>[O:22]=[C:20]1[NH:19][C:18](=[O:23])[C:17](=[CH:16][C:13]2[CH:12]=[CH:11][C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([CH2:3][N:2]([CH3:1])[C:26](=[O:27])[C:25]([CH3:30])([CH3:29])[CH3:24])[CH:5]=3)=[CH:15][CH:14]=2)[S:21]1

Participants

Reactant 2

HCID 62493Pivaloyl chloride

HCID 73884092HCID 73884092, compound

Product 1

HCID 91510944HCID 91510944, compoundYield 65.3%

Procedure

In a manner similar to that of Example 1(d), by reacting 500 mg (0.9 mmol) of 5-(3′-methylaminomethylbiphenyl-4-ylmethylene)thiazolidine-2,4-dione (prepared in Example 12(c)) with 0.3 ml (2.3 mmol) of 2,2-dimethylpropionyl chloride, 240 mg (65%) of the expected product are obtained.

Sources & evidence

ORD record: ord-aaf6933299af4cfb97311f13bd395694
Source dataset: uspto-grants-2005_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06927228B2

Reaction notes

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