Toluene → Isoprocarb

HRID 974097

Reaction equation

HRID 974097 reaction equation
C(O[C:5]1[CH:10]=CC=[CH:7][C:6]=1O)(C)C.[CH3:12][NH:13][C:14](=[O:18])[O:15][CH2:16][CH3:17].P(Cl)(Cl)(Cl)=O.[C:24]1(C)[CH:29]=CC=C[CH:25]=1>>[CH3:12][NH:13][C:14](=[O:18])[O:15][C:16]1[CH:7]=[CH:6][CH:5]=[CH:10][C:17]=1[CH:24]([CH3:29])[CH3:25]

Participants

5

Reactant 4

HCID 1140TolueneHCID 7752Carbamic acid, N-methyl-, ethyl esterHCID 209492-IsopropoxyphenolHCID 24813Phosphorus oxychloride

Product 1

HCID 17517Isoprocarb

Procedure

To a solution of 2-isopropoxyphenol (1.38 g, 0.01 mole) and ethyl N-methylcarbamate (1.03 g, 0.01 mole) in toluene (10 ml), was added phosphoryl chloride (1.54 g, 0.01 mole) and refluxed for six hours. The reaction mixture was worked up as described earlier to give 2-isopropylphenyl N-methylcarbamate of the formula (VII) as a solid, crystallised from pet. ether, m.p. 88° C. to 93° C.

Workup

  1. temperaturerefluxed for six hours

Sources & evidence

ORD record
ord-1c2836f87b1c471cb665418b0a825c75
Source dataset
uspto-grants-1991_11
Patent number
US05066819

Linked notes

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