Benzylaniline → 1-isopropyl-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide

HRID 2058890Notes

Reaction equation

HRID 2058890 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:15]([P:18](Cl)(Cl)=[O:19])([CH3:17])[CH3:16]>>[CH:15]([P:18]1(=[O:19])[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH2:1][N:8]1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 66028BenzylanilineHCID 2793751Isopropylphosphonic dichloride2×

Product 1

HCID 130374911-isopropyl-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxideYield 11%

Procedure

The procedure of Example 1 was employed utilizing N-benzylaniline and isopropyl phosphonic dichloride. The reaction of the dilithio compound and the isopropyl phosphonic dichloride was conducted at -65° C. to yield 1-isopropyl-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide (1.8 g, 11% yield) as a white solid having a melting point of 145°-147° C. and the following analysis:

Workup

  1. customwas conducted at -65° C.

Sources & evidence

ORD record
ord-855b724bf20c4663b71e904a034327ca
Source dataset
uspto-grants-1982_03
Patent number
US04319913

Reaction notes

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