Stannous Chloride → Ethyl 3-(3-[3-aminophenylsulphonylamino]-phenyl)-3-(2,4-dichlorophenylacetylamino)-propionate

HRID 1596573Notes

Reaction equation

[Cl:1][CH:2]([C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)[C:3]([NH:5][CH:6]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][S:20]([C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-])=O)[CH:24]=2)(=[O:22])=[O:21])[CH:14]=1)[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:4].[Sn](Cl)Cl>>[NH2:29][C:25]1[CH:24]=[C:23]([S:20]([NH:19][C:15]2[CH:14]=[C:13]([CH:6]([NH:5][C:3](=[O:4])[CH:2]([C:32]3[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=3)[Cl:1])[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:18]=[CH:17][CH:16]=2)(=[O:21])=[O:22])[CH:28]=[CH:27][CH:26]=1

Participants

Reactant 2

HCID 24479Stannous Chloride

HCID 70017435Ethyl 3-(2,4-dichlorophenylacetylamino)-3-(3-[3-nitrophenylsulphonylamino]-phenyl)-propionate

Product 1

HCID 70018931Ethyl 3-(3-[3-aminophenylsulphonylamino]-phenyl)-3-(2,4-dichlorophenylacetylamino)-propionateYield 73.3%

Procedure

Corresponding to Example 3d, 1.18 g of (5c) were treated with tin-(II) chloride. 820 mg of a yellowish solid were obtained.

Sources & evidence

ORD record: ord-97752918b598439187d428e0150dab43
Source dataset: uspto-grants-2001_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06291503B1

Reaction notes

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