Piperazine, hexahydrate → HCID 21517974, compound

HRID 1283456Notes

Reaction equation

HRID 1283456 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[C:5]([N+:14]([O-:16])=[O:15])=[C:4]([CH3:17])[N:3]=1.O.O.O.O.O.O.[NH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>CC(C)=O.O1CCOCC1>[CH3:17][C:4]1[N:3]=[C:2]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[C:5]=1[N+:14]([O-:16])=[O:15]

Participants

4

Reactant 2

HCID 120181Piperazine, hexahydrateHCID 71472834-(2-Chloro-6-methyl-5-nitro-4-pyrimidinyl)morpholine

Product 1

HCID 21517974HCID 21517974, compound

Reagents, catalysts & solvents 1

HCID 22407776HCID 22407776, compoundSolvent2×

Procedure

A solution of 2.6 gm (0.01 mol) of 2-chloro-6-methyl-4-morpholino-5-nitro-pyrimidine (m.p. 127°-129°C, prepared from 2,4-dichloro-6-methyl-5-nitro-pyrimidine and morpholine) in 100 ml of acetone/dioxane (1:1) was added dropwise, while stirring and cooling, to a solution of 19.4 gm (0.1 mol) of piperazine hexahydrate in 300 ml of acetone/dioxane (1:1) at about 5°C. After about 1 hour the solvents were distilled off in vacuo, and the residue was taken up in about 100 ml of water. The insoluble reaction product was suction-filtered off, washed with water and dried. Yield: 3.0 gm (97% of theory). After one reprecipitation from about 0.2 N hydrochloric acid with 2 N ammonia, the reaction product of the formula ##SPC5##

Workup

  1. distillationAfter about 1 hour the solvents were distilled off in vacuo
  2. filtrationThe insoluble reaction product was suction-filtered off
  3. washwashed with water
  4. customdried
  5. customAfter one reprecipitation from about 0.2 N hydrochloric acid with 2 N ammonia

Sources & evidence

ORD record
ord-6e4c6b7ec1ca45e99ab18071691ca9e6
Source dataset
uspto-grants-1976_08
Patent number
US03975384

Reaction notes

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