Ethanolamine → HCID 178512330, compound

HRID 364292Notes

Reaction equation

HRID 364292 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-d38ff134175d4364a662a6138287fce9
Source dataset
uspto-grants-1986_08
Patent number
US04604465

Reaction notes

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