Isocyanate → 1-Hydroxy-1-(1-ethylpropyl)-3-(4'-octyloxybiphenyl-4-yl)urea

HRID 976657Notes

Reaction equation

HRID 976657 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19](C(O)=O)=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[N-:25]=[C:26]=[O:27].[CH2:28]([CH:30]([NH:33][OH:34])[CH2:31][CH3:32])[CH3:29]>>[OH:34][N:33]([CH:30]([CH2:31][CH3:32])[CH2:28][CH3:29])[C:26]([NH:25][C:19]1[CH:18]=[CH:17][C:16]([C:13]2[CH:12]=[CH:11][C:10]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:15][CH:14]=2)=[CH:21][CH:20]=1)=[O:27]

Participants

4

Reactant 3

HCID 105034IsocyanateHCID 28025564'-(Octyloxy)-[1,1'-biphenyl]-4-carboxylic acidHCID 19073513N-(pentan-3-yl)hydroxylamine

Product 1

HCID 199673651-Hydroxy-1-(1-ethylpropyl)-3-(4'-octyloxybiphenyl-4-yl)urea

Procedure

Using the general method of Compound 76, 4'-octyloxy-4-biphenylcarboxylic acid (3.26 g, 10 mmole) was converted to the isocyanate then reacted with N-(1-ethylpropyl)hydroxylamine (1.4 g, 13.5 mmole) to provide 2.0 g of the desired product as a light tan crystalline solid, m.p. 151°-152.5° C. Analysis: Calculated for C26H38N2O3 : %C, 73.20; %H, 8.98; %N, 6.57; Found: %C, 73.19; %H, 9.01; %N, 6.50.

Sources & evidence

ORD record
ord-6f74207179e3470a937f593252e887f3
Source dataset
uspto-grants-1997_03
Patent number
US05612377

Reaction notes

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