Phosphorus pentachloride → HCID 70614985, compound

HRID 267190Notes

Reaction equation

HRID 267190 reaction equation
[N:1]1([C:8]2[CH:29]=[CH:28][C:11]([CH:12](O)[CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[CH3:26])[CH2:16][CH2:15]3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[O:7].P(Cl)(Cl)(Cl)(Cl)[Cl:31]>C(#N)C>[ClH:31].[ClH:31].[N:1]1([C:8]2[CH:29]=[CH:28][C:11]([CH:12]([Cl:31])[CH2:13][N:14]3[CH2:19][CH2:18][N:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[CH3:26])[CH2:16][CH2:15]3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[O:7]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 70608987HCID 70608987, compound

Product 1

HCID 70614985HCID 70614985, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

7.9 gm (20 millimols) of N-[p-(1-hexahydropyrimidin-2-one-yl)-β-hydroxy-phenethyl]-N'-(o-tolyl)-piperazine (see Example 10) were dissolved in 100 ml of acetonitrile, and, while stirring and cooling the solution, 8.34 gm (40 millimols) of phosphorus pentachloride were added thereto. A good yield of N-[p-(1-hexahydropyrimidin-2-one-yl)-β-chlorophenethyl]-N'-(o-tolyl)-piperazine dihydrochloride was obtained. This product was dissolved in 100 ml of methanol, 10 gm of dimethylaniline and a small amount of Raney nickel were added to the solution, and the mixture was hyhdrogenated at atmospheric pressure, yielding N-[p-(1-hexahydropyrimidin-2-one-yl)-phenethyl]-N'-(o-tolyl)-piperazine, m.p. 127° - 128°C, after working up the reaction mixture in conventional manner.

Workup

  1. additionwere added

Sources & evidence

ORD record
ord-b90b00b5a52e4140becf78988ed21435
Source dataset
uspto-grants-1976_03
Patent number
US03941789

Reaction notes

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