Carbamic chloride, N-methyl-N-phenyl- → Methyl-phenyl-carbamic acid 4-(2-cyano-ethyl)-phenyl ester

HRID 1179790Notes

Reaction equation

HRID 1179790 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]#[N:11])=[CH:4][CH:3]=1.[CH3:12][N:13]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:14](Cl)=[O:15]>>[C:10]([CH2:9][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([O:1][C:14](=[O:15])[N:13]([CH3:12])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:7][CH:6]=1)#[N:11]

Participants

3

Reactant 2

HCID 77969Carbamic chloride, N-methyl-N-phenyl-HCID 870793-(p-Hydroxyphenyl)propiononitrile

Product 1

HCID 69519626Methyl-phenyl-carbamic acid 4-(2-cyano-ethyl)-phenyl ester

Procedure

The title product was prepared from 3-(4-hydroxyphenyl)proprionitrile and N-methyl-N-phenylcarbamoyl chloride. The crude product was subjected to preparative HPLC (11%, colourless oil). HPLC-MS: m/z=281.2 (M+1); Rt: 3.75 min, purity 80%.

Sources & evidence

ORD record
ord-00ebd7effff44c64bb15109743ba58bc
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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