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2-nitrobenzyl-N,N-dimethylsulfonamide → 2-aminobenzyl-N,N-dimethylsulfonamide

HRID 434459
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HRID 434459 반응식
[CH3:1][N:2]([CH3:16])[S:3]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-])=O)(=[O:5])=[O:4]>[Pd].COCCOCCOC>[CH3:1][N:2]([CH3:16])[S:3]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH2:13])(=[O:4])=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 131787262-nitrobenzyl-N,N-dimethylsulfonamide

생성물 1

HCID 131787272-aminobenzyl-N,N-dimethylsulfonamide수율 59.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8150Diglyme용매

실험 절차

In a pressure bottle, a mixture of 116 g of the product of Example 2, 1400 ml of 2-methoxyethyl ether and 10 g of 10% palladium on carbon was shaken at 110° under 500 p.s.i. hydrogen until the hydrogen was no longer absorbed. The catalyst was filtered off and the filtrate stripped under reduced pressure to a volume of 200 ml. This residue was poured into 600 ml of ice and the precipitate filtered off and dried to give 84 g of crude product, m.p. 70°-78°. Recrystallization from ~600 ml of 1-chlorobutane gave 60.6 g of N,N-dimethyl-2-aminobenzenemethanesulfonamide, m.p. 92°-100°.

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후처리

  1. customhydrogen until the hydrogen was no longer absorbed
  2. filtrationThe catalyst was filtered off
  3. additionThis residue was poured into 600 ml of ice
  4. filtrationthe precipitate filtered off
  5. customdried
  6. customto give 84 g of crude product, m.p. 70°-78°
  7. customRecrystallization from ~600 ml of 1-chlorobutane

출처 및 근거

ORD 기록
ord-89757d506d034fa79c368b7ebfdad4ee
출처 데이터셋
uspto-grants-1983_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04397679

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