2,4-Diamino-6-chloropyrimidine → 6-Chloro-5-[(e)-(4-chlorophenyl)diazenyl]pyrimidine-2,4-diamine

HRID 1166

反応式

HRID 1166 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH2:9])[N:3]=1.C([O-])(=O)C.[Na+].[Cl-].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]#[N:24])=[CH:19][CH:18]=1>O.C(O)(=O)C>[Cl:1][C:2]1[N:3]=[C:4]([NH2:9])[N:5]=[C:6]([NH2:8])[C:7]=1[N:24]=[N:23][C:20]1[CH:21]=[CH:22][C:17]([Cl:16])=[CH:18][CH:19]=1

参加物

6

反応物 3

HCID 674322,4-Diamino-6-chloropyrimidineHCID 517045Sodium AcetateHCID 11819533Benzenediazonium, 4-chloro-, chloride

生成物 1

HCID 2677646-Chloro-5-[(e)-(4-chlorophenyl)diazenyl]pyrimidine-2,4-diamine収率 41.4%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

To a suspension of 4-chloro-2,6-diaminopyrimidine (21.68 g, 0.150 mol) in water (750 ml) and acetic acid (750 ml) was added sodium acetate (300 g). Solution occurred after stirring for 20 minutes, and then the solution of 4-chlorobenzenediazonium chloride (0.166 mol) was added with cooling over 30 minutes at a rate that kept the reaction at 18°. The reaction was stirred overnight at room temperature, and the orange crystals were filtered, washed with water (4×400 ml), and dried in vacuo to give 17.6 g of 6-chloro-5-[(4-chlorophenyl)azo]-2,4-pyrimidinediamine. The mother liquors were cooled to 5° for 20 hours, and the crystals were collected and dried in vacuo to give 6.94 g of additional 6-chloro-5-[(4-chlorophenyl)azo]-2,4-pyrimidineadiamine.

後処理

  1. temperaturewith cooling over 30 minutes at a rate that
  2. customthe reaction at 18°
  3. stirringThe reaction was stirred overnight at room temperature
  4. filtrationthe orange crystals were filtered
  5. washwashed with water (4×400 ml)
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-db70288e9ca54cb89358931186bc5974
出典データセット
uspto-grants-1998_03
特許番号
US05723609

関連ノート

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