2-Phthalimidoethanethiol → 4-Amino-2-[(2-phthalimidoethyl)thiomethyl)pyrimidine

HRID 1902270

반응식

HRID 1902270 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8]Cl)[N:3]=1.C[O-].[Na+].[SH:13][CH2:14][CH2:15][N:16]1[C:20](=[O:21])[C:19]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]2[C:17]1=[O:26]>CO>[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][S:13][CH2:14][CH2:15][N:16]2[C:20](=[O:21])[C:19]3=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]3[C:17]2=[O:26])[N:3]=1

참가 물질

5

반응물 3

HCID 962482-PhthalimidoethanethiolHCID 10942334Sodium MethoxideHCID 212988272-(Chloromethyl)pyrimidin-4-amine

생성물 1

HCID 212988184-Amino-2-[(2-phthalimidoethyl)thiomethyl)pyrimidine

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

A solution of 4-amino-2-chloromethylpyrimidine (11.6 g.) in methanol (20 ml.) was added over 15 minutes to a stirred mixture of sodium methoxide (4.32 g.), N-(2-mercaptoethyl)phthalimide (16.6 g.) and methanol (100 ml.), and the mixture stirred for 1 hour after the addition was complete and then evaporated to dryness. The residue was partitioned between 1 N hydrochloric acid and ethyl acetate, and the aqueous phase separated and neutralised by the addition of sodium bicarbonate. The mixture was extracted with ethyl acetate and the extracts dried and evaporated to dryness, and the residue was recrystallised from acetonitrile to give 4-amino-2-[(2-phthalimidoethyl)thiomethyl)pyrimidine, m.p. 131°-133°.

후처리

  1. additionafter the addition
  2. customevaporated to dryness
  3. customThe residue was partitioned between 1 N hydrochloric acid and ethyl acetate
  4. customthe aqueous phase separated
  5. additionneutralised by the addition of sodium bicarbonate
  6. extractionThe mixture was extracted with ethyl acetate
  7. customthe extracts dried
  8. customevaporated to dryness
  9. customthe residue was recrystallised from acetonitrile

출처 및 근거

ORD 기록
ord-958b6e536ac944b5b8b14753d20631d4
출처 데이터셋
uspto-grants-1982_12
특허 번호
US04362728

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