Methanol → HCID 86733870, compound

HRID 1284006Notes

Reaction equation

HRID 1284006 reaction equation
N1([C:6](=[S:31])[O:7][CH:8]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:9]([O:11][CH:12]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])C=CN=C1.CO.[O:34]1CCOC[CH2:35]1>C(Cl)(Cl)Cl>[CH3:35][O:34][C:6]([O:7][CH:8]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:9]([O:11][CH:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[O:10])=[S:31]

Participants

5

Reactant 3

HCID 887MethanolHCID 312751,4-DioxaneHCID 86733871HCID 86733871, compound

Product 1

HCID 86733870HCID 86733870, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4.3 g. (10mM) of α[(1H-imidazol-1-yl)thioxomethoxy]-benzeneacetic acid, diphenylmethyl ester together with 0.35 g. of methanol in 30 ml. of dioxane and one drop of a 10% sodium imidazole-dioxane solution, are held at 40° for 5 hours. After drawing off the solvent, the oily residue is dissolved in chloroform and washed three times, each time with 30 ml. of water. After drawing off the solvent, 2.3 g. of α-[(methoxycarbonothioyl)oxy] benzeneacetic acid, diphenylmethyl ester are obtained from the dried chloroform solution in the form of a pale yellow oil which crystallizes after 24 hours. Recrystallization from cyclohexane/petroleum ether yields 1.6 g. of white crystals, m.p. 74°.

Workup

  1. washwashed three times

Sources & evidence

ORD record
ord-f69dce7e249c43c791cbdc75c22a8bd4
Source dataset
uspto-grants-1976_08
Patent number
US03978050

Reaction notes

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