Benzyl mercaptan → Pteridine, 4,7-di-4-morpholinyl-6-((phenylmethyl)thio)-2-(1-piperazinyl)-

HRID 638169Notes

Reaction equation

HRID 638169 reaction equation
[Na].[CH2:2]([SH:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl[C:11]1[N:12]=[C:13]2[C:18](=[N:19][C:20]=1[N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)[N:17]=[C:16]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)[N:15]=[C:14]2[N:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1>O1CCOCC1>[CH2:2]([S:9][C:11]1[N:12]=[C:13]2[C:18](=[N:19][C:20]=1[N:21]1[CH2:22][CH2:23][O:24][CH2:25][CH2:26]1)[N:17]=[C:16]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)[N:15]=[C:14]2[N:33]1[CH2:34][CH2:35][O:36][CH2:37][CH2:38]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 7509Benzyl mercaptanHCID 5360545SodiumHCID 133716676-Chloro-4,7-dimorpholino-2-piperazino-pteridine

Product 1

HCID 3024652Pteridine, 4,7-di-4-morpholinyl-6-((phenylmethyl)thio)-2-(1-piperazinyl)-

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of 0.35 g of sodium and 2 ml (about 0.017 mol) of benzylmercaptan in 100 ml of dioxane was added to a solution of 6.3 g (0.015 mol) of 6-chloro-4,7-dimorpholino-2-piperazino-pteridine in 200 ml of dioxane, and the resulting mixture was refluxed for about 2 hours. The solvent was substantially distilled off in vacuo and the residue was taken up in about 200 ml of water. After it had solidified, the reaction product was suction-filtered off, washed with water and dried in vacuo at room temperature.

Workup

  1. temperaturethe resulting mixture was refluxed for about 2 hours
  2. distillationThe solvent was substantially distilled off in vacuo
  3. filtrationthe reaction product was suction-filtered off
  4. washwashed with water
  5. customdried in vacuo at room temperature

Sources & evidence

ORD record
ord-26dcae03be654f20a6a12db417a23465
Source dataset
uspto-grants-1985_12
Patent number
US04560685

Reaction notes

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