Benzene, 1-isocyanato-4-nitro- → 1-(1-Ethylpropyl)-1-hydroxy-3-(4-nitrophenyl)urea

HRID 976621Notes

Reaction equation

HRID 976621 reaction equation
[CH2:1]([CH:3]([NH:6][OH:7])[CH2:4][CH3:5])[CH3:2].[N+:8]([C:11]1[CH:16]=[CH:15][C:14]([N:17]=[C:18]=[O:19])=[CH:13][CH:12]=1)([O-:10])=[O:9]>>[CH2:1]([CH:3]([N:6]([OH:7])[C:18]([NH:17][C:14]1[CH:13]=[CH:12][C:11]([N+:8]([O-:10])=[O:9])=[CH:16][CH:15]=1)=[O:19])[CH2:4][CH3:5])[CH3:2]

Participants

3

Reactant 2

HCID 66012Benzene, 1-isocyanato-4-nitro-HCID 19073513N-(pentan-3-yl)hydroxylamine3×

Product 1

HCID 199674411-(1-Ethylpropyl)-1-hydroxy-3-(4-nitrophenyl)urea

Procedure

Using the method of Compound 39 Part C, N-(1-ethylpropyl)hydroxylamine (Compound 39 Part B, 1.15 g, 11.3 mmol) was reacted with 4-nitrophenyl isocyanate (1.85 g, 11.3 mmol) to provide 1.95 g of the desired product as a solid, m.p. 169°-170° C. Analysis: Calculated for C12H17N3O4 : %C, 53.92; %H, 6.41; %N, 15.72; Found: %C, 53.85; %H, 6.36; %N, 15.55.

Sources & evidence

ORD record
ord-c36e5ea0e5a3458c8ee8c704c7ac7ebf
Source dataset
uspto-grants-1997_03
Patent number
US05612377

Reaction notes

Loading…