Benzylaniline → HCID 13037489, compound

HRID 2058888Notes

Reaction equation

HRID 2058888 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.[CH3:15][S:16][C:17]1[CH:22]=[CH:21][C:20]([P:23](Cl)(Cl)=[O:24])=[CH:19][CH:18]=1>>[CH3:15][S:16][C:17]1[CH:22]=[CH:21][C:20]([P:23]2(=[O:24])[C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[CH2:1][N:8]2[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 66028BenzylanilineHCID 12670625HCID 12670625, compound2×

Product 1

HCID 13037489HCID 13037489, compoundYield 11%

Procedure

The procedure of Example 1 was employed utilizing N-benzylaniline and 4-methylthiophenyl phosphonic dichloride. The reaction of the dilithio compound and the 4-methylthiophenyl phosphonic dichloride was conducted at -76° C. to yield a beige solid. The beige solid was recrystallized from ethyl acetate to yield 1-(4-methylthiophenyl)-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide (2.1 g, 11% yield) as a white solid having a melting point of 164°-167° C. and the following analysis:

Workup

  1. customwas conducted at -76° C.
  2. customto yield a beige solid
  3. customThe beige solid was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-ff98080d465d43b7b7cd6e19d5ea8a2a
Source dataset
uspto-grants-1982_03
Patent number
US04319913

Reaction notes

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