Hydrochloric Acid → HCID 753926, 화합물

HRID 1679823노트

반응식

HRID 1679823 반응식
COC1C=C2C(=CC=1)[NH:12][C:11]1[C:10](=[O:16])[CH2:9][CH2:8][CH2:7][C:6]2=1.[CH3:17][O:18][C:19]1[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=1.Cl.[N+]([O-])([O-])=O.[Na+].[Na].C(=O)([O-])[O-].[Na+].[Na+].C([O-])(=O)C.[Na+]>CO.O>[CH3:17][O:18][C:19]1[CH:25]=[CH:24][C:22]([NH:23][N:12]=[C:11]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]2=[O:16])=[CH:21][CH:20]=1

참가 물질

10

반응물 7

HCID 313Hydrochloric AcidHCID 7732P-AnisidineHCID 10340Sodium CarbonateHCID 24268Sodium NitrateHCID 517045Sodium AcetateHCID 28568112,3,4,9-Tetrahydro-6-methoxy-1H-carbazol-1-oneHCID 5360545Sodium

생성물 1

HCID 753926HCID 753926, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

반응 조건

온도
0 °C

실험 절차

6-methoxy-1,2,3,4-tetrahydrocarbazol-1-one 123 g. (1 mole) of p-methoxyaniline are dissolved in 600 ml. of water with the addition of 260 g. of concentrated hydrochloric acid. After cooling down to 0° C., 69 g. of sodium nitrate dissolved in 130 ml. of water are added dropwise to the solution. The diazotation being complete, 350 ml. of methanol and 148 g. (1 mole) of the sodium salt of the 1-hydroxymethylene-cyclohexanone are added and the temperature is maintained below +3° C. by adding ice. By the addition of 33.5 g. of anhydrous sodium carbonate and 250 g. of crystallized sodium acetate the solution is standardized to pH 5 to 6. After coupling is completed (10 to 12 hours or so), the solution is made up to a pH 9 to 9.5, stirred three hours at room temperature, filtered with suction and washed with water until free from alkali. Thus, cyclohexanedione-mono-p-methoxyphenylhydrazone is obtained which melts at 177° C. and has a yield of 202 g. (=87% of the theoretical).

후처리

  1. temperaturethe temperature is maintained below +3° C.
  2. additionby adding ice
  3. additionBy the addition of 33.5 g
  4. custom10 to 12 hours
  5. filtrationfiltered with suction
  6. washwashed with water until free from alkali

출처 및 근거

ORD 기록
ord-41f128d131054ebf8b35078b3587686a
출처 데이터셋
uspto-grants-1981_06
특허 번호
US04271073

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