Sodium Dithionite → HCID 13958504, 화합물

HRID 255573노트

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HRID 255573 반응식
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([N+:21]([O-])=O)=[C:10]([C:13]3[CH:18]=[C:17]([CH3:19])[N:16]=[C:15]([CH3:20])[CH:14]=3)[CH:11]=2)[C:6](=[O:24])[C:5]([C:25]([OH:27])=[O:26])=[CH:4]1)[CH3:2].C([O-])(O)=O.[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>CN(C)C=O.O>[NH2:21][C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][C:10]=1[C:13]1[CH:14]=[C:15]([CH3:20])[N:16]=[C:17]([CH3:19])[CH:18]=1)[N:3]([CH2:1][CH3:2])[CH:4]=[C:5]([C:25]([OH:27])=[O:26])[C:6]2=[O:24]

참가 물질

6

반응물 3

HCID 24489Sodium Dithionite2회HCID 516892Sodium Bicarbonate2회HCID 13958503HCID 13958503, 화합물

생성물 1

HCID 13958504HCID 13958504, 화합물

시약·촉매·용매 2

HCID 962Water용매3회HCID 6228Dimethylformamide용매

실험 절차

A 35 g portion of 1-ethyl-1,4-dihydro-6-nitro-7-(2,6-dimethyl-4-pyridinyl)-4-oxo-3-quinolinecarboxylic acid was suspended in a mixture of 350 ml of hot dimethylformamide, 280 ml of saturated NaHCO3 and 70 ml of water and the suspension was heated on a steam bath with stirring. A mixture of 58 g of sodium hydrosulfite in 100 ml of water was added in portions over a period of 20 minutes, during which time the reaction mixture became a clear solution and then darkened. More saturated NaHCO3 solution (50 ml) was added and the reaction mixture was heated for 16 hours, after which time reduction was not complete. More sodium hydrosulfite (12 g) was added directly to the reaction mixture and heating continued for 1 hour after which time the reduction appeared to be complete (by TLC). Water (100 ml) was added, redissolving some of the material which had come out of solution; and, the mixture was heated an additional 90 minutes to insure completion of the reduction. A 1.15 g sample, m.p. 288°-290° C. with decomposition, was recrystallized from ethanol and dried for 16 hours at 130° C. under high vacuum to yield 0.9 g of 6-amino-1-ethyl-1,4-dihydro-7-(2,6-dimethyl-4-pyridinyl)-4-oxo-3-quinolinecarboxylic acid as its monohydrate, m.p. >300° C.

후처리

  1. temperaturethe suspension was heated on a steam bath
  2. additionwas added in portions over a period of 20 minutes, during which time the reaction mixture
  3. temperaturethe reaction mixture was heated for 16 hours
  4. temperatureheating
  5. dissolutionredissolving some of the material which
  6. temperatureand, the mixture was heated an additional 90 minutes
  7. customA 1.15 g sample, m.p. 288°-290° C. with decomposition, was recrystallized from ethanol
  8. customdried for 16 hours at 130° C. under high vacuum

출처 및 근거

ORD 기록
ord-f465cd4c55694c3b94ace09c382e44fa
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04698350

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