Dichloromethane → 1-isocyano-2-phenylbenzene

HRID 1702125Notes

Reaction equation

HRID 1702125 reaction equation
[C:1]1([C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:14](Cl)Cl.[OH-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(Cl)(Cl)Cl>[C:1]1([C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[N+:9]#[C-:14])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 70152-AminobiphenylHCID 14798Sodium Hydroxide

Product 1

HCID 27594651-isocyano-2-phenylbenzene

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 6212ChloroformSolvent

Procedure

A reaction flask was charged with 17 g (0.1 mole) of 2-phenylaniline, 20 ml of methylene chloride, 15 ml of chloroform, 30 ml of 50% aqueous sodium hydroxide, and 200 mg of benzyltriethylammonium chloride. The procedure of Example 1 was followed, yielding 6 g of a thick oil, whose structure was confirmed by mass spectroscopy as that indicated by the above title.

Sources & evidence

ORD record
ord-f35a71179c054e06a5d038277d5cd936
Source dataset
uspto-grants-1983_04
Patent number
US04380468

Reaction notes

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