Carbamic chloride, N-methyl-N-phenyl- → Methyl-phenyl-carbamic Acid 3-(4-methoxy-phenyl)-pyrazol-1-yl Ester

HRID 1179786Notes

Reaction equation

HRID 1179786 reaction equation
[OH:1][N:2]1[CH:6]=[CH:5][C:4]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=2)=[N:3]1.[CH3:15][N:16]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:17](Cl)=[O:18]>CCOC(C)=O.CCCCCCC>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([C:4]2[CH:5]=[CH:6][N:2]([O:1][C:17](=[O:18])[N:16]([CH3:15])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:3]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 77969Carbamic chloride, N-methyl-N-phenyl-HCID 118055191-Hydroxy-3-(4-methoxyphenyl)pyrazole

Product 1

HCID 10236710Methyl-phenyl-carbamic Acid 3-(4-methoxy-phenyl)-pyrazol-1-yl Ester

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared from 1-hydroxy-3-(4-methoxyphenyl)pyrazole and N-methyl-N-phenylcarbamoyl chloride. The crude product was subjected to flash chromatography (Quad flash 25, EtOAc-heptane) (93%, oil). HPLC-MS m/z=346.1 (M+Na), Rt: 4.21 min. δH(300 MHz; CDCl3): 3.45 (bs, 3H), 3.84 (s, 3H), 6.50 (d, 1H), 6.91 (d, 2H), 7.30-7.48 (m, 6H), 7.70 (d, 2H).

Sources & evidence

ORD record
ord-3e399edd618943819430f8fb68d273d3
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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