Stannous chloride dihydrate → (2-Amino-4-iodo-phenyl)-carbamic acid tert-butyl ester

HRID 1635176Notes

Reaction equation

HRID 1635176 reaction equation
[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([I:14])=[CH:10][C:9]=1[N+:15]([O-])=O)([CH3:4])([CH3:3])[CH3:2].O.O.Cl[Sn]Cl>>[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([I:14])=[CH:10][C:9]=1[NH2:15])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 23554339Tert-butyl (4-iodo-2-nitrophenyl)carbamate

Product 1

HCID 69592774(2-Amino-4-iodo-phenyl)-carbamic acid tert-butyl esterYield 99.8%

Procedure

Prepared from (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example A1) (2.18 g, 6.0 mmol) by reduction with SnCl2.2H2O (6.77 g, 30 mmol) according to the general procedure G (method b). Obtained as a brown-yellow solid (2.0 g).

Sources & evidence

ORD record
ord-cd43b8e13b8047fb827420c49bd55fc4
Source dataset
uspto-grants-2003_01
Patent number
US06509328B1

Reaction notes

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