Oxalic acid dihydrate → HCID 178513484, 화합물

HRID 1165818노트

반응식

HRID 1165818 반응식
[C:1]([C:3]1[CH:12]=[C:11]2[C:6]([CH2:7][CH2:8][CH2:9][CH2:10]2)=[C:5]([N+:13]([O-])=O)[C:4]=1[N+:16]([O-])=O)#[N:2].[OH2:19].O.[C:21](O)(=[O:25])[C:22](O)=[O:23]>C(O)C.[Pd]>[C:1]([C:3]1[C:4]2[N:16]=[C:22]([OH:23])[C:21]([OH:25])=[N:13][C:5]=2[C:6]2[CH2:7][CH2:8][CH2:9][CH2:10][C:11]=2[CH:12]=1)(=[O:19])[NH2:2]

참가 물질

5

반응물 2

HCID 61373Oxalic acid dihydrateHCID 15066366HCID 15066366, 화합물

생성물 1

HCID 178513484HCID 178513484, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 7-cyano-1,2,3,4-tetrahydro-5,6-dinitro-naphthalene (0.18 g, 0.73 mmol) in ethanol was hydrogenated at room temperature and atmospheric pressure in the presence of 100 mg of 5% palladium-on-charcoal. The catalyst was filtered off, and the filtrate was evaporated to dryness. The solid residue was suspended in 10 ml of 1M hydrochloric acid, oxalic acid dihydrate (0.15 g, 1.2 mmol) was added, and the mixture was refluxed for 3 h. After cooling, the solid was collected and washed with water, ethanol and ether affording 80mg (42%) of the amide; m.p. > 300° C., IR(KBr):3360, 3220, 1690, 1650, 1620 cm-1;MS: m/e (relative intensity) 259 (M+,82), 242 (44), 231 (26), 214 (100).

후처리

  1. customwas hydrogenated at room temperature
  2. filtrationThe catalyst was filtered off
  3. customthe filtrate was evaporated to dryness
  4. temperaturethe mixture was refluxed for 3 h
  5. temperatureAfter cooling
  6. customthe solid was collected
  7. washwashed with water, ethanol and ether affording 80mg (42%) of the amide

출처 및 근거

ORD 기록
ord-c8749b2fe69946e1ad88cc2bcafee162
출처 데이터셋
uspto-grants-1990_03
특허 번호
US04912108

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