Water → 3-Amino-5-(hydroxymethyl)-2-phenoxybenzene-1-sulfonamide

HRID 1390048ノート

反応式

HRID 1390048 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:7][C:8]1[CH:9]=[C:10]([CH:16]=[C:17]([S:26](=[O:29])(=[O:28])[NH2:27])[C:18]=1[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:11](OCC)=[O:12].C(OCC)(=O)C.O>O1CCOCC1.C(O)(=O)C>[NH2:7][C:8]1[CH:9]=[C:10]([CH:16]=[C:17]([S:26](=[O:29])(=[O:28])[NH2:27])[C:18]=1[O:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:11][OH:12]

参加物

7

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 20294607Ethyl 3-amino-4-phenoxy-5-sulfamoylbenzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 540361913-Amino-5-(hydroxymethyl)-2-phenoxybenzene-1-sulfonamide

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

To a stirred mixture of lithium aluminium hydride (12.5 g) and dry dioxane (250 ml), a solution of ethyl 3-amino-4-phenoxy-5-sulfamylbenzoate (50 g) in dry dioxane (250 ml) is dropwise added at 90° C. during about one hour. After additional stirring and heating for 3 hours, the mixture is cooled, and ethyl acetate (25 ml) followed by water (50 ml) and 4 N acetic acid (310 ml) are very cautiously added dropwise. The solvents are thereafter removed in vacuo, and the residue is extracted with ethyl acetate (1 liter). The insoluble inorganic material is removed by filtration, and the filtrate is washed with aqueous sodium hydrogen carbonate and with water, and is then dried in the presence of magnesium sulphate. After filtration, the solvent is removed in vacuo to yield crude 3-amino-4-phenoxy-5-sulfamylbenzyl alcohol. After recrystallization from aqueous ethanol it is obtained with a melting point of 170° C.

後処理

  1. temperatureheating for 3 hours
  2. temperaturethe mixture is cooled
  3. additionare very cautiously added dropwise
  4. customThe solvents are thereafter removed in vacuo
  5. extractionthe residue is extracted with ethyl acetate (1 liter)
  6. customThe insoluble inorganic material is removed by filtration
  7. washthe filtrate is washed with aqueous sodium hydrogen carbonate and with water
  8. dry with materialis then dried in the presence of magnesium sulphate
  9. filtrationAfter filtration
  10. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-d2836dadc55c4b7bb35eecb9d9b34f85
出典データセット
uspto-grants-1981_01
特許番号
US04247550

反応ノート

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