Triethylamine → HCID 21292510, compound

HRID 1580048Notes

Reaction equation

HRID 1580048 reaction equation
[CH:1]([S:4]Cl)([CH3:3])[CH3:2].[C:6]1([NH:12][P:13]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C>C(Cl)(Cl)(Cl)Cl>[CH:1]([S:4][N:12]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)[P:13]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)=[O:14])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 692496HCID 692496, compoundHCID 11116012HCID 11116012, compound

Product 1

HCID 21292510HCID 21292510, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

A solution of 11.1 parts of isopropyl sulphenyl chloride in 100 parts of carbon tetrachloride is added to a suspension of 30.9 parts of N,P,P-triphenylphosphinic amide and 10.0 parts of triethylamine in 150 parts of carbon tetrachloride at room temperature. The mixture is stirred for a further 1 hour. The triethylamine hydrochloride is filtered off and the filtrates evaporated under reduced pressure to give a white solid. This is recrystallised from methylated spirits to yield 16.5 parts of N-isopropylthio-N,P,P-triphenylphosphinic amide as a colourless solid m.p. 148°-150°C. Found, C, 67.2; H. 6.2; N, 4.0; P, 8.1 percent, C21H22NOPS requires C, 68.7; H, 6.0; N, 3.8; P, 8.45 percent. The NMR spectrum is consistent with the proposed structure.

Workup

  1. filtrationThe triethylamine hydrochloride is filtered off
  2. customthe filtrates evaporated under reduced pressure
  3. customto give a white solid
  4. customThis is recrystallised from methylated spirits

Sources & evidence

ORD record
ord-04844dbe02cd44b7a72f3f566e620aeb
Source dataset
uspto-grants-1976_01
Patent number
US03932403

Reaction notes

Loading…