Carbamic chloride, N-methyl-N-phenyl- → Methyl-phenyl-carbamic Acid 4-(4-nitro-phenoxy)-phenyl Ester

HRID 1179723Notes

Reaction equation

HRID 1179723 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:18][N:19]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:20](Cl)=[O:21]>>[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][C:20](=[O:21])[N:19]([CH3:18])[C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 77969Carbamic chloride, N-methyl-N-phenyl-HCID 1524504-(4-Nitrophenoxy)phenol

Product 1

HCID 10215649Methyl-phenyl-carbamic Acid 4-(4-nitro-phenoxy)-phenyl Ester

Procedure

The title compound was prepared from 4-(4-nitro-phenoxy)-phenol and N-methyl-N-phenylcarbamoyl chloride. The crude product was subjected to preparative HPLC (71%, white crystals). HPLC-MS m/z=365.0 (M+1), Rt: 4.83 min. 4(300 MHz; CDCl3): 3.44 (s, 3H), 7.00 (d, 2H), 7.06 (d, 2H), 7.26-7.32 (m, 1H), 7.33-7.49 (m, 4H), 8.20 (dt, 2H).

Sources & evidence

ORD record
ord-1181cdfbf7d1475cbf6c7a3a76d12eb0
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

Loading…