Thiophosgene → 4'-Chloro-2-biphenylylisothiocyanate

HRID 1464096Notes

Reaction equation

HRID 1464096 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1.[C:15](Cl)(Cl)=[S:16]>O1CCOCC1.O>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:3]2[C:2]([N:1]=[C:15]=[S:16])=[CH:7][CH:6]=[CH:5][CH:4]=2)=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 10040ThiophosgeneHCID 2622612-Amino-4'-chlorobiphenyl

Product 1

HCID 190892634'-Chloro-2-biphenylylisothiocyanate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Reaction of 2-amino-4'-chlorobiphenyl (8.7 g) and thiophosgene (7.4 g) in a mixture of dioxane (10 ml) and water (10 ml) at 0°-5° C. for 20 minutes and then at ambient temperature for 3 hours yielded 4'-chloro-2-biphenylylisothiocyanate (m.p. 63° C.) as a yellow solid.

Sources & evidence

ORD record
ord-d2a30a0e0b74402387b26136dab27c7d
Source dataset
uspto-grants-1994_04
Patent number
US05302720

Reaction notes

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