HCID 18918306, 화합물 → P-Toluenesulfonamide

HRID 1290473노트

반응식

HRID 1290473 반응식
C(C1C=CC(C[NH:11][S:12]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)(=[O:14])=[O:13])=CC=1)(=O)C>C(OCC)(=O)C>[CH3:21][C:18]1[CH:17]=[CH:16][C:15]([S:12]([NH2:11])(=[O:14])=[O:13])=[CH:20][CH:19]=1

참가 물질

3

반응물 1

HCID 18918306HCID 18918306, 화합물

생성물 1

HCID 6269P-Toluenesulfonamide

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of the product of step i) (1.0 g) and cupric bromide (1.47 g) in ethyl acetate (3.0 ml) was heated at reflux temperature for 16 hours. Additional cupric bromide (1.0 g) was added and heating continued for a further 8 hours. The mixture was filtered and the filtrate concentrated to dryness in vacuo. This residue was purified by flash chromatography on silica, eluting with hexane/ethyl acetate (2:1 v/v). Evaporation of the fractions gave N-(14-bromoacetylphenyl]methyl)-4-methylphenylsulphonamide, 1.13 g, as a white solid: m.p. 116°-117° C., NMR (CDl3) δ 7.9(2H,d), 7.75(2H,d), 7.34(4H,m), 4.77(1H,t), 4.40(2H,s), 4.22(2H,d), 2.44(3H,s): m/e 382/384 (M+H)+, 1 Br pattern.

후처리

  1. temperaturewas heated
  2. temperatureat reflux temperature for 16 hours
  3. temperatureheating
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate concentrated to dryness in vacuo
  6. customThis residue was purified by flash chromatography on silica
  7. washeluting with hexane/ethyl acetate (2:1 v/v)
  8. customEvaporation of the fractions

출처 및 근거

ORD 기록
ord-ca186b1ddb5f4917b6e742dd36d80bb1
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750754

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