Thiophosgene → 5-Methyl-2-biphenylylisothiocyanate

HRID 1464079Notes

Reaction equation

HRID 1464079 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[C:15](Cl)(Cl)=[S:16]>O1CCOCC1.O>[CH3:8][C:5]1[CH:4]=[C:3]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:2]([N:1]=[C:15]=[S:16])=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 10040ThiophosgeneHCID 47121654-Methyl-2-phenylaniline

Product 1

HCID 190892065-Methyl-2-biphenylylisothiocyanate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Reaction of 2-amino-5-methylbiphenyl (7 g) with thiophosgene (5.7 g) in a mixture of dioxan (20 ml) and water (50 ml) at 0°-5° C. for 30 minutes and at ambient temperature for 1 hour gave 5-methyl-2-biphenylyl isothiocyanate as a yellow oil.

Sources & evidence

ORD record
ord-64ffec76d3064595a6440cadaf774fe3
Source dataset
uspto-grants-1994_04
Patent number
US05302720

Reaction notes

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