Hydrochloric Acid → HCID 753926、化合物

HRID 1679823ノート

反応式

HRID 1679823 の反応式
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

参加物

10

反応物 7

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

生成物 1

HCID 753926HCID 753926、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-41f128d131054ebf8b35078b3587686a
出典データセット
uspto-grants-1981_06
特許番号
US04271073

反応ノート

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