Ethanolamine → 8-Benzylthio-2-(2-hydroxyethyl-amino)-4-(1-oxido-thiomorpholino)-pyrimido[5,4-d]pyrimidine

HRID 1633006Notes

Reaction equation

HRID 1633006 reaction equation
[CH2:1]([S:8][C:9]1[C:14]2[N:15]=[C:16](Cl)[N:17]=[C:18]([N:19]3[CH2:24][CH2:23][S:22](=[O:25])[CH2:21][CH2:20]3)[C:13]=2[N:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:27][CH2:28][CH2:29][NH2:30]>O1CCOCC1>[CH2:1]([S:8][C:9]1[C:14]2[N:15]=[C:16]([NH:30][CH2:29][CH2:28][OH:27])[N:17]=[C:18]([N:19]3[CH2:24][CH2:23][S:22](=[O:25])[CH2:21][CH2:20]3)[C:13]=2[N:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 130433648-Benzylthio-2-chloro-4-(1-oxido-thiomorpholino)pyrimido[5,4-d]pyrimidine

Product 1

HCID 130434368-Benzylthio-2-(2-hydroxyethyl-amino)-4-(1-oxido-thiomorpholino)-pyrimido[5,4-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

20.3 gm (0.05 mol) of 8-benzylthio-2-chloro-4-(1-oxido-thiomorpholino)-pyrimido[5,4-d]pyrimidine (melting point: 188°-190° C.) were refluxed for about 45 minutes with 8 gm (0.13 mol) of 2-hydroxyethyl-amine in 400 ml of dioxane. Most of the solvent was distilled off in vacuo, and the residue was taken up in about 500 ml of water. The reaction product, which precipitated after standing for a little while, was filtered off, washed with water and dried at about 70° C.

Workup

  1. distillationMost of the solvent was distilled off in vacuo
  2. customThe reaction product, which precipitated
  3. filtrationwas filtered off
  4. washwashed with water
  5. customdried at about 70° C.

Sources & evidence

ORD record
ord-79edb364332742f2ab88f69d412ddc75
Source dataset
uspto-grants-1984_10
Patent number
US04478833

Reaction notes

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