1-(3-Aminophenyl)ethanol → HCID 15670990, compound

HRID 2259968Notes

Reaction equation

HRID 2259968 reaction equation
[OH:1][CH:2]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])[CH3:3].[CH2:11]([O:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N:22]([CH2:29][C:30]([N:32]([CH3:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:31])[C:23](=[O:28])[CH2:24][N:25]=[C:26]=[O:27])=[O:15])[CH3:12]>>[OH:1][CH:2]([C:4]1[CH:5]=[C:6]([NH:7][C:26](=[O:27])[NH:25][CH2:24][C:23]([N:22]([CH2:29][C:30]([N:32]([CH3:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:31])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[C:14]([O:13][CH2:11][CH3:12])=[O:15])=[O:28])[CH:8]=[CH:9][CH:10]=1)[CH3:3]

Participants

3

Reactant 2

HCID 2224611-(3-Aminophenyl)ethanolHCID 19001929HCID 19001929, compound

Product 1

HCID 15670990HCID 15670990, compoundYield 59.9%

Procedure

Using a procedure similar to that described in Example 31, but starting with 3-(1-hydroxyethyl)aniline (0.86 g) and 2-[N-(2-ethoxycarbonylphenyl)isocyanatoacetamido]-N-methyl-N-phenylacetamide (2.8 g), and after recrystallisation in ethyl acetate, 2-[2-{3-[3-(1-hydroxyethyl)phenyl]ureido}-N-(2-ethoxycarbonylphenyl)acetamido]-N-methyl-N-phenyl acetamide (2 g), m.p. 195° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-5bf49590a98a4a268be9ae22ab75115c
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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