3-Aminobenzyl alcohol → HCID 15670992, compound

HRID 2259969Notes

Reaction equation

HRID 2259969 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].[CH2:10]([O:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]([CH2:28][C:29]([N:31]([CH3:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:30])[C:22](=[O:27])[CH2:23][N:24]=[C:25]=[O:26])=[O:14])[CH3:11]>>[CH2:10]([O:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]([CH2:28][C:29]([N:31]([CH3:38])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)=[O:30])[C:22](=[O:27])[CH2:23][NH:24][C:25]([NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([CH2:2][OH:1])[CH:4]=1)=[O:26])=[O:14])[CH3:11]

Participants

3

Reactant 2

HCID 802933-Aminobenzyl alcoholHCID 19001929HCID 19001929, compound

Product 1

HCID 15670992HCID 15670992, compoundYield 55.2%

Procedure

Using a procedure similar to that described in Example 31, but starting with 3-(hydroxymethyl)aniline (0.86 g) and 2-[N-(2-ethoxycarbonylphenyl)isocyanatoacetamido]-N-methyl-N-phenylacetamide (2.9 g), and after recrystallisation in ethyl acetate, 2-[N-(2-ethoxycarbonylphenyl)-2-{3-[3-(hydroxymethyl)phenyl]ureido}acetamido]-N-methyl-N-phenylacetamide (2 g), m.p. 184° C., is obtained.

Workup

  1. customafter recrystallisation in ethyl acetate

Sources & evidence

ORD record
ord-60b2f036baaf423fa809e498e5cace02
Source dataset
uspto-grants-1995_12
Patent number
US05475106

Reaction notes

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