Ammonia → 4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(3-aminopropylthio)pyrimidine

HRID 34765ノート

反応式

HRID 34765 の反応式
[F:1][C:2]([F:30])([F:29])[CH2:3][NH:4][C:5](=S)[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][N:17]2C(=O)C3=CC=CC=C3C2=O)[N:8]=1.[NH3:31]>CN(C=O)C>[F:30][C:2]([F:1])([F:29])[CH2:3][N:4]=[C:5]([NH2:31])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][NH2:17])[N:8]=1

参加物

4

反応物 2

HCID 222AmmoniaHCID 867386674-[3-(2,2,2-Trifluoroethyl)thioureido]-[(3-phthalimido)propylthio]pyrimidine

生成物 1

HCID 212987114-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(3-aminopropylthio)pyrimidine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 4-[3-(2,2,2-trifluoroethyl)thioureido]-[(3-phthalimido)propylthio]pyrimidine (0.4 g.), N,N,-dimethylformamide (5 ml.), saturated ethanolic ammonia (10 ml.) and yellow mercuric oxide (280 mg.) was stirred at room temperature for 3 hours and then filtered and the filtrate evaporated to dryness. A solution of the residue in ethanol (10 ml.) was treated with hydrazine hydrate (1 ml.), the mixture heated under reflux for 1 hour and then evaporated to dryness. The residue was stirred with 1N hydrochloric acid and then filtered and the filtrate basified with 17N NaOH. The mixture was extracted with ether and the combined ether extracts dried and evaporated to dryness to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-[(3-amino)propylthio]pyrimidine which was used without further purification.

後処理

  1. filtrationfiltered
  2. customthe filtrate evaporated to dryness
  3. additionA solution of the residue in ethanol (10 ml.) was treated with hydrazine hydrate (1 ml.)
  4. temperaturethe mixture heated
  5. temperatureunder reflux for 1 hour
  6. customevaporated to dryness
  7. stirringThe residue was stirred with 1N hydrochloric acid
  8. filtrationfiltered
  9. extractionThe mixture was extracted with ether
  10. dry with materialthe combined ether extracts dried
  11. customevaporated to dryness

出典と根拠

ORDレコード
ord-18d9153dd9ca4dda9fa425e08d3cab46
出典データセット
uspto-grants-1988_08
特許番号
US04762932

反応ノート

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