Ammonium Acetate → N-(tert-Butyl)-2-amino-2-(4-fluorophenyl)ethanesulfonamide

HRID 72347

反応式

HRID 72347 の反応式
[C:1]([NH:5][S:6]([CH2:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)=O)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])(=O)C.[NH4+].C([BH3-])#[N:25].[Na+]>CO>[C:1]([NH:5][S:6]([CH2:9][CH:10]([NH2:25])[C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)(=[O:8])=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 68288463N-(tert-Butyl)-2-(4-fluorophenyl)-2-oxoethanesulfonamide

生成物 1

HCID 68287917N-(tert-Butyl)-2-amino-2-(4-fluorophenyl)ethanesulfonamide収率 105.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of N-(tert-butyl)-2-(4-fluorophenyl)-2-oxoethanesulfonamide (657 mg), ammonium acetate (1.85 g) and sodium cyanoborohydride (166 mg) was stirred in methanol (12 ml) at 60° C. for 17 hours. The reaction solution was concentrated by rotary evaporation and the residue was taken up in ethyl acetate (50 ml). Then it was washed with 0.5 N aqueous sodium hydroxide solution (50 ml) and with saturated sodium chloride solution (50 ml), and the organic phase was dried over MgSO4, filtered and concentrated under reduced pressure. This gave the product (697 mg) with a molecular weight of 274.3 g/mol (C12H19FN2O2S), MS (ESI): m/e=275 (M+H+).

後処理

  1. concentrationThe reaction solution was concentrated by rotary evaporation
  2. washThen it was washed with 0.5 N aqueous sodium hydroxide solution (50 ml) and with saturated sodium chloride solution (50 ml)
  3. dry with materialthe organic phase was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e6e383aa11d742978b08a562cc141a0b
出典データセット
uspto-grants-2014_09
特許番号
US08828995B2

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