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Hydrochloric Acid → 7-acetyl-2-amino-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylic acid

HRID 986762
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HRID 986762 반응식
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:22][C:11]3=[N:12][C:13]([NH2:21])=[C:14]([C:16]([O:18]CC)=[O:17])[CH:15]=[C:10]3[C:9](=[O:23])[C:8]=2[CH:24]=1)(=[O:3])[CH3:2].[OH-].[Na+].Cl>C(O)C.O>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:22][C:11]3=[N:12][C:13]([NH2:21])=[C:14]([C:16]([OH:18])=[O:17])[CH:15]=[C:10]3[C:9](=[O:23])[C:8]=2[CH:24]=1)(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13728611HCID 13728611, 화합물

생성물 1

HCID 137286127-acetyl-2-amino-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylic acid수율 93.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매
2회

실험 절차

In ethanol (3 l) was suspended ethyl 7-acetyl-2-amino-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylate (46 g). To the suspension were added water (460 ml) and 1N sodium hydroxide (462 ml). The mixture was stirred at room temperature for 1.5 hour, then at 50°-55° C. for 2 hours. The precipitating crystals were collected by filtration, and washed with ethanol. The crystals thus obtained were suspended in warm water (about 2 l). To the suspension was added concentrated hydrochloric acid (20 ml), and the mixture was stirred for 20 minutes. Insoluble matter was collected by filtration, washed with water, followed by recrystallization from dimethylformamide-water to give 7-acetyl-2-amino-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid as colorless crystals (39.3 g). Melting point: >300° C.

후처리

  1. waitat 50°-55° C. for 2 hours
  2. filtrationThe precipitating crystals were collected by filtration
  3. washwashed with ethanol
  4. customThe crystals thus obtained
  5. stirringthe mixture was stirred for 20 minutes
  6. filtrationInsoluble matter was collected by filtration
  7. washwashed with water
  8. customfollowed by recrystallization from dimethylformamide-water

출처 및 근거

ORD 기록
ord-e315e9a42d544c98937e7404ad3dcafe
출처 데이터셋
uspto-grants-1987_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04716167

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