N-benzyl-4-chloroaniline → 1-isopropyl-2-(4-chlorophenyl)-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide

HRID 2058880

Reaction equation

HRID 2058880 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[CH:16]([P:19](Cl)(Cl)=[O:20])([CH3:18])[CH3:17]>>[CH:16]([P:19]1(=[O:20])[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH2:9][N:8]1[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)([CH3:18])[CH3:17]

Participants

3

Reactant 2

HCID 76281N-benzyl-4-chloroanilineHCID 2793751Isopropylphosphonic dichloride

Product 1

HCID 130374821-isopropyl-2-(4-chlorophenyl)-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxideYield 16%

Procedure

The procedure of Example 1 was employed utilizing N-(4-chlorophenyl)-N-benzylamine and isopropyl phosphonic dichloride to yield 1-isopropyl-2-(4-chlorophenyl)-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide (2.9 g, 16% yield) as a white solid having a melting point of 172°-174° C. and the following analysis:

Sources & evidence

ORD record
ord-03939b1f99ab43abb8f59fff851639ec
Source dataset
uspto-grants-1982_03
Patent number
US04319913

Linked notes

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