3,5-Bis(trifluoromethyl)phenyl isocyanate → 1-Hydroxy-1-(1-ethylpropyl)-3-(3,5-bis(trifluoromethyl)phenyl)urea

HRID 976642Notes

Reaction equation

HRID 976642 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:4]=[C:5]([N:13]=[C:14]=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[CH2:18]([CH:20]([NH:23][OH:24])[CH2:21][CH3:22])[CH3:19]>>[OH:24][N:23]([CH:20]([CH2:21][CH3:22])[CH2:18][CH3:19])[C:14]([NH:13][C:5]1[CH:4]=[C:3]([C:2]([F:16])([F:17])[F:1])[CH:8]=[C:7]([C:9]([F:12])([F:10])[F:11])[CH:6]=1)=[O:15]

Participants

3

Reactant 2

HCID 27333143,5-Bis(trifluoromethyl)phenyl isocyanateHCID 19073513N-(pentan-3-yl)hydroxylamine

Product 1

HCID 199673871-Hydroxy-1-(1-ethylpropyl)-3-(3,5-bis(trifluoromethyl)phenyl)ureaYield 8.8%

Procedure

Using the method of Compound 72, 3,5-bis(trifluoromethyl)phenylisocyanate (1.3 g, 5.1 mmole) was reacted with N-(1-ethylpropyl)hydroxylamine (0.58 g, 5.6 mmole) to provide 160 mg of the desired product as a white crystalline solid, m.p. 115°-116° C. Analysis: Calculated for: C14H16F6N2O2 : %C, 46.93; %H, 4.5; %N, 7.82; Found: %C, 46.8; %H, 4.37; %N, 7.89.

Sources & evidence

ORD record
ord-5e4c4f23c4704ea2a9329f520bf92944
Source dataset
uspto-grants-1997_03
Patent number
US05612377

Reaction notes

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