Nitric Acid → 2,4-Diamino-5-(3-amino-4-chloro-5-nitrophenyl)-6-ethylpyrimidine

HRID 440970

反応式

HRID 440970 の反応式
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[NH2:10][C:11]1[N:16]=[C:15]([NH2:17])[C:14]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[C:13]([CH2:25][CH3:26])[N:12]=1.[OH-].[NH4+]>>[NH2:10][C:11]1[N:16]=[C:15]([NH2:17])[C:14]([C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[C:22]([N+:6]([O-:9])=[O:7])[CH:23]=2)=[C:13]([CH2:25][CH3:26])[N:12]=1

参加物

5

反応物 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 4993PyrimethamineHCID 14923Ammonium Hydroxide

生成物 1

HCID 3274042,4-Diamino-5-(3-amino-4-chloro-5-nitrophenyl)-6-ethylpyrimidine

反応条件

温度
65 °C

実験手順

Concentrated sulfuric acid, 90 mL, and 70% nitric acid, 90 mL, were stirred together during which time the mixture warmed to about 65° C. The mixture was allowed to cool to about 50° C., and 30.0 grams (0.12 mole) of 2,4-diamino-6-ethyl-5-(4-chlorophenyl)pyrimidine (commercially available) was added portionwise during a 45 minute period, while maintaining the reaction mixture temperature at about 50°-53° C. Upon completion of addition, the reaction mixture was stirred for one hour, while still maintaining the reaction mixture temperature at about 50° C. After this time, the reaction mixture was cooled and poured into ice. The resultant mixture was cooled further and, with stirring, was made basic with concentrated ammonium hydroxide. A precipitate was collected by filtration, rinsed with water and dried, yielding 35.4 grams of 2,4-diamino-6-ethyl-5-(4-chloro-3-nitrophenyl)pyrimidine, mp 220°-223° C., dec. The NMR spectrum was consistent with the proposed structure.

後処理

  1. temperatureto cool to about 50° C.
  2. temperaturewhile maintaining the reaction mixture temperature at about 50°-53° C
  3. additionUpon completion of addition
  4. temperaturewhile still maintaining the reaction mixture temperature at about 50° C
  5. temperatureAfter this time, the reaction mixture was cooled
  6. additionpoured into ice
  7. stirringwith stirring
  8. filtrationA precipitate was collected by filtration
  9. washrinsed with water
  10. customdried

出典と根拠

ORDレコード
ord-a354ce187e3a42f8bd87e5e13956ecee
出典データセット
uspto-grants-1996_05
特許番号
US05521192

関連ノート

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