Ethyl N-(oxomethylidene)valinate → HCID 23288448, compound

HRID 368383Notes

Reaction equation

HRID 368383 reaction equation
[N:1]([CH:4]([CH:10]([CH3:12])[CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[C:2]=[O:3].[OH:13][C:14]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:15]=1[NH2:16]>CN(C=O)C>[OH:13][C:14]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[CH:18]=[CH:17][C:15]=1[NH:16][C:2]([NH:1][CH:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH:10]([CH3:11])[CH3:12])=[O:3]

Participants

4

Reactant 2

HCID 2759395Ethyl N-(oxomethylidene)valinateHCID 49847212-Amino-5-Nitrophenol

Product 1

HCID 23288448HCID 23288448, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of ethyl 2-isocyanato-3-methybutyrate (333 mg, 1.95 mmol) in DMF (1.0 ml), 2-hydroxy-4-nitroaniline (300 mg, 1.95 mmol) was added. The reaction mixture was stirred at 80° C. for 16 hours. Chromatography of the resulting liquid on silica gel gave desired product (420 mg, 66%). EI-MS m/z 326 (M+).

Sources & evidence

ORD record
ord-5039ff0c378c4f7c835930fb39337e9f
Source dataset
uspto-grants-2000_10
Patent number
US06133319

Reaction notes

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