Sodium dithionate → 4-[(4-CHLOROPHENYL)METHYL]-6,7-DIHYDRO-6-METHYL-3H-IMIDAZO[1,2-a]PURIN-9(4H)-ONE

HRID 236019

반응식

HRID 236019 반응식
NC1N(CC2C=CC(Cl)=CC=2)C2N(CC(C)N=2)C(=O)C=1N=O.S(S([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[NH2:33][C:34]1[N:35]([CH2:48][C:49]2[CH:54]=[CH:53][C:52]([Cl:55])=[CH:51][CH:50]=2)[C:36]2[N:37]([CH2:44][CH:45]([CH3:47])[N:46]=2)[C:38](=[O:43])[C:39]=1[NH:40][CH:41]=O>C(O)=O>[Cl:55][C:52]1[CH:53]=[CH:54][C:49]([CH2:48][N:35]2[C:34]3[NH:33][CH:41]=[N:40][C:39]=3[C:38](=[O:43])[N:37]3[CH2:44][CH:45]([CH3:47])[N:46]=[C:36]23)=[CH:50][CH:51]=1

참가 물질

5

반응물 3

HCID 146045Sodium dithionateHCID 126838397-amino-8-[(4-chlorophenyl)methyl]-2,3-dihydro-6-formylamino-2-methylimidazo-[1,2-a]pyrimidin-5(8H)-oneHCID 1784298247-amino-8-[(4-chlorophenyl)methyl]-2-methyl-6-nitroso-2,3-dihydroimidazo[1,2-a]pyrimidin-5-one

생성물 1

HCID 1784298224-[(4-CHLOROPHENYL)METHYL]-6,7-DIHYDRO-6-METHYL-3H-IMIDAZO[1,2-a]PURIN-9(4H)-ONE

시약·촉매·용매 1

HCID 284Formic Acid용매

실험 절차

The nitroso compound of Procedure 99 was reduced with sodium dithionate in formic acid according to the method of Procedure 21. The resulting 7-amino-8-[(4-chlorophenyl)methyl]-2,3-dihydro-6-formylamino-2-methylimidazo[1,2-a]pyrimidin-5(8H)-one, 185 g., (0.54 mole) was then dissolved with heating in 1 l. of 0.6N NaOH, the solution clarified by filtration, the filtrate acidified with acetic acid, and allowed to cool resulting in precipitation of the desired product, yield 71.7 g., recrystallized from ethylene glycol monomethyl ether/(iPr)2O, m.p. 259°-260.5°.

후처리

  1. dissolution, (0.54 mole) was then dissolved
  2. temperaturewith heating in 1 l
  3. filtrationof 0.6N NaOH, the solution clarified by filtration
  4. temperatureto cool

출처 및 근거

ORD 기록
ord-7aa0639b5c5b47c4bb4fb29ab4951474
출처 데이터셋
uspto-grants-1987_02
특허 번호
US04642345

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