Ethanolamine → HCID 178512330, compound

HRID 34793Notes

Reaction equation

HRID 34793 reaction equation
[F:1][C:2]([F:26])([F:25])[CH2:3][N:4]=[C:5]([NH2:24])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][NH:17][C:18](=[N:21][C:22]#[N:23])SC)[N:8]=1.[CH2:27]([CH2:29][NH2:30])[OH:28]>CO>[F:1][C:2]([F:26])([F:25])[CH2:3][N:4]=[C:5]([NH2:24])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][NH:17][C:18]([NH:30][CH2:29][CH2:27][OH:28])=[N:21][C:22]#[N:23])[N:8]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 178503922HCID 178503922, compound

Product 1

HCID 178512330HCID 178512330, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-[3-(3-cyano-2-methylisothioureido)propylthio]pyrimidine (0.2 g.), methanol (2 ml.) and ethanolamine (0.5 ml.) was stirred at room temperature for 3 days and then evaporated to dryness. Water was added to the residue, the mixture extracted with ethyl acetate and the ethyl acetate extract dried and evaporated to dryness. The residue was recrystallised from acetonitrile to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-[3-(2-cyano-3-[2-hydroxyethyl]guanidino)propylthio]pyrimidine (0.1 g.), m.p. 114°-116°.

Workup

  1. customevaporated to dryness
  2. additionWater was added to the residue
  3. extractionthe mixture extracted with ethyl acetate
  4. extractionthe ethyl acetate extract
  5. customdried
  6. customevaporated to dryness
  7. customThe residue was recrystallised from acetonitrile

Sources & evidence

ORD record
ord-439c3ef9041f42b799c97fa4c4e3b16c
Source dataset
uspto-grants-1988_08
Patent number
US04762932

Reaction notes

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