Thiophosgene → 1,3-Diethyl-2-isothiocyanato-5-methylbenzene

HRID 1701564Notes

Reaction equation

[CH3:1][C:2]1[CH:8]=[C:7]([CH2:9][CH3:10])[C:5]([NH2:6])=[C:4]([CH2:11][CH3:12])[CH:3]=1.[C:13](Cl)(Cl)=[S:14]>>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:11][CH3:12])[C:5]([N:6]=[C:13]=[S:14])=[C:7]([CH2:9][CH3:10])[CH:8]=1

Participants

Reactant 2

HCID 10040Thiophosgene

HCID 905362,6-Diethyl-p-toluidine

Product 1

HCID 203469381,3-Diethyl-2-isothiocyanato-5-methylbenzene

Procedure

Using the same process, 4-methyl-2,6-diethylaniline and thiophosgene give 4-methyl-2,6-diethyl-phenyl isothiocyanate, boiling point 113°-116° C./1.2 mm Hg.

Sources & evidence

ORD record: ord-154ec8f01a5a4fb7bc3613d5816fc71e
Source dataset: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04194008

Reaction notes

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