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

HRID 1390048노트

반응식

HRID 1390048 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 312751,4-Dioxane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d2836dadc55c4b7bb35eecb9d9b34f85
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04247550

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