Isopropylphosphonic dichloride → HCID 13037483, compound

HRID 2058881Notes

Reaction equation

HRID 2058881 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([NH:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:7][CH:8]=1.[CH:19]([P:22](Cl)(Cl)=[O:23])([CH3:21])[CH3:20]>>[CH:19]([P:22]1(=[O:23])[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:10][N:9]1[C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:17])([F:18])[F:1])[CH:4]=1)([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 2793751Isopropylphosphonic dichlorideHCID 9964907HCID 9964907, compound

Product 1

HCID 13037483HCID 13037483, compound

Procedure

The procedure of Example 1 was employed utilizing N-(3-trifluoromethylphenyl)-N-benzylamine and isopropyl phosphonic dichloride. The crude product produced as a result of the chromatographic separation was crystallized from methylcyclohexane to yield a tan precipitate. The tan precipitate was recrystallized from toluene and petroleum ether to yield 1-isopropyl-2-(3-trifluoromethylphenyl)-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide as beige plates. A second crop was obtained to give a total yield of 5.9 g, (29% yield) of 1-isopropyl-2-(3-trifluoromethylphenyl)-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide having a melting point of 117°-119° C. and the following analysis:

Workup

  1. customThe crude product produced as
  2. customa result of the chromatographic separation
  3. customwas crystallized from methylcyclohexane
  4. customto yield a tan precipitate
  5. customThe tan precipitate was recrystallized from toluene and petroleum ether

Sources & evidence

ORD record
ord-102d0eb286ef45129efb098902c86bd7
Source dataset
uspto-grants-1982_03
Patent number
US04319913

Reaction notes

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