Water → 3-Amino-4-isopropoxy-benzenesulfonamide

HRID 333585ノート

反応式

HRID 333585 の反応式
[BH4-].[Na+].[CH:3]([O:6][C:7]1[CH:12]=[CH:11][C:10]([S:13]([NH2:16])(=[O:15])=[O:14])=[CH:9][C:8]=1[N+:17]([O-])=O)([CH3:5])[CH3:4].O>CO.O.O.O.O.O.O.[Ni](Cl)Cl>[NH2:17][C:8]1[CH:9]=[C:10]([S:13]([NH2:16])(=[O:14])=[O:15])[CH:11]=[CH:12][C:7]=1[O:6][CH:3]([CH3:5])[CH3:4]

参加物

6

反応物 3

HCID 962WaterHCID 4311764Sodium borohydride2 回HCID 696690644-Isopropoxy-3-nitro-benzenesulfonamide

生成物 1

HCID 696691073-Amino-4-isopropoxy-benzenesulfonamide

試薬・触媒・溶媒 2

HCID 11791229Dichloronickel;hexahydrate触媒HCID 887Methanol溶媒

反応条件

温度
23 °C

実験手順

Sodium borohydride (1.88 g, 49.6 mmol) was added slowly to a solution of nickel (II) chloride hexahydrate (3.93 g, 16.5 mmol) in methanol (60 mL) at 0° C. and the resulting black suspension was stirred for 30 min at 23° C. The mixture was cooled to 0° C. and 4-isopropoxy-3-nitro-benzenesulfonamide (8.6 g, 33.0 mmol, example 2, step c) was added followed by sodium borohydride (4.38 g, 115.6 mmol). The resulting black suspension was stirred for 30 min at 23° C. Water was added to the reaction mixture to quench excess NaBH4, followed by addition of saturated aqueous NaHCO3. The product was extracted with dichloromethane and the organic phase was washed with brine, dried with Na2SO4 and evaporated to give the title compound.

後処理

  1. temperatureThe mixture was cooled to 0° C.
  2. stirringThe resulting black suspension was stirred for 30 min at 23° C
  3. customto quench excess NaBH4
  4. additionfollowed by addition of saturated aqueous NaHCO3
  5. extractionThe product was extracted with dichloromethane
  6. washthe organic phase was washed with brine
  7. dry with materialdried with Na2SO4
  8. customevaporated

出典と根拠

ORDレコード
ord-0208af1266e342db8483b4ef773e0e50
出典データセット
uspto-grants-2014_11
特許番号
US08883473B2

反応ノート

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