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

HRID 236019

反応式

HRID 236019 の反応式
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

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-7aa0639b5c5b47c4bb4fb29ab4951474
出典データセット
uspto-grants-1987_02
特許番号
US04642345

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