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Acetic Acid → 4-chloro-5-(3-n-propoxy-4-methoxybenzylamino)-6-amino-3(2H)pyridazinone

HRID 1111131
ノート
印刷プレビュー

反応式

HRID 1111131 の反応式
[Cl:1][C:2]1[C:3](=[O:25])[NH:4][N:5]=[C:6]([N+:22]([O-])=O)[C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH2:19][CH2:20][CH3:21])[CH:11]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+].C(O)(=O)C>C(O)C.C(=O)([O-])[O-].[Na+].[Na+]>[Cl:1][C:2]1[C:3](=[O:25])[NH:4][N:5]=[C:6]([NH2:22])[C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH2:19][CH2:20][CH3:21])[CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 176Acetic AcidHCID 24489Sodium DithioniteHCID 150790474-chloro-5-(3-n-propoxy-4-methoxybenzylamino)-6-nitro-3(2H)pyridazinone

生成物 1

HCID 150790484-chloro-5-(3-n-propoxy-4-methoxybenzylamino)-6-amino-3(2H)pyridazinone

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 10340
Sodium Carbonate
溶媒

実験手順

1.00 g of 4-chloro-5-(3-n-propoxy-4-methoxybenzylamino)-6-nitro-3(2H)pyridazinone (Compound No. 22) prepared in Example 2, was dissolved in a solvent mixture of 20 ml of ethanol and 20 ml of a 10% sodium carbonate aqueous solution, 3.30 g of sodium hydrosulfite was gradually added thereto at room temperature under stirring. The mixture was stirred at room temperature for 1 hour, and was neutralized with glacial acetic acid. Then, ethanol was distilled off under reduced pressure, and water was added to the residue thereby obtained. The mixture was extracted with chloroform. The extract was washed with a saturated sodium chloride aqueous solution and dried over sodium sulfate. Then, the solvent was distilled off to obtain light yellow crystals This product was crystallized from a solvent mixture of methanol-diethyl ether, to obtain 634 mg of the above identified compound having a melting point of from 187.5° to 189.5° C. as colorless crystals

後処理

  1. additionwas gradually added
  2. stirringThe mixture was stirred at room temperature for 1 hour
  3. distillationThen, ethanol was distilled off under reduced pressure, and water
  4. additionwas added to the residue
  5. customthereby obtained
  6. extractionThe mixture was extracted with chloroform
  7. washThe extract was washed with a saturated sodium chloride aqueous solution
  8. dry with materialdried over sodium sulfate
  9. distillationThen, the solvent was distilled off
  10. customto obtain light yellow crystals This product
  11. customwas crystallized from a solvent mixture of methanol-diethyl ether
  12. customto obtain 634 mg of the
  13. customof from 187.5° to 189.5° C.

出典と根拠

ORDレコード
ord-96fa27fc2a8249219c521c53f1c9bc2b
出典データセット
uspto-grants-1990_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04978665

反応ノート

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