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

HRID 654300

반응식

HRID 654300 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c0f9c3052add49bebc8c204a2e27a867
출처 데이터셋
uspto-grants-1992_07
특허 번호
US05130462

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