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

HRID 364268

反応式

HRID 364268 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

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 1N 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°.

後処理

  1. additionafter the addition
  2. customevaporated to dryness
  3. customThe residue was partitioned between 1N 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

出典と根拠

ORDレコード
ord-c286f2be7c49455aad01d46e93ca62d8
出典データセット
uspto-grants-1986_08
特許番号
US04604465

関連ノート

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