138992-77-5 → HCID 19094213, compound

HRID 487185Notes

Reaction equation

HRID 487185 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][NH:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][C:11]=1[N+:19]([O-])=O>O1CCCC1.C(=O)(O)[O-].[Na+].S([O-])([O-])=O.[Na+].[Na+]>[NH2:19][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][C:10]=1[NH:9][CH2:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])[C:14]([OH:16])=[O:15]

Participants

5

Reactant 1

HCID 3862074138992-77-5

Product 1

HCID 19094213HCID 19094213, compoundYield 70%

Reagents, catalysts & solvents 3

HCID 8028TetrahydrofuranSolventHCID 24437Sodium SulfiteSolventHCID 516892Sodium BicarbonateSolvent

Procedure

The procedure of Example 2(ii) was followed. From 3.06 (10 mmol) of 4-[(2-chlorophenyl)methyl]amino-3-nitrobenzoic acid in 30 mL of tetrahydrofuran, 25 mL of 5% sodium bicarbonate solution and excess sodium sulfite was obtained 1.93 g (70%) of 3-amino-4-[(2-chlorophenyl)-methyl]aminobenzoic acid; mp 180°-181° C. (from ethyl acetate/hexane).

Sources & evidence

ORD record
ord-a47bbd60f050499f807c2a81526b8901
Source dataset
uspto-grants-1994_03
Patent number
US05294631

Reaction notes

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