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Hydrochloric Acid → 4-(2-Bromoethyl)-N-(3-methyl-2-pyridinyl)benzenesulfonamide

HRID 1653904
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인쇄 미리보기

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HRID 1653904 반응식
[CH3:1][C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][CH:7]=1.[Br:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1.Cl>ClCCl>[Br:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([S:18]([NH:8][C:3]2[C:2]([CH3:1])=[CH:7][CH:6]=[CH:5][N:4]=2)(=[O:20])=[O:19])=[CH:16][CH:17]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 153472-Amino-3-methylpyridineHCID 128467754-(2-Bromoethyl)benzenesulfonyl chloride

생성물 1

HCID 194234114-(2-Bromoethyl)-N-(3-methyl-2-pyridinyl)benzenesulfonamide수율 45%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
35 °C

실험 절차

3-Methyl-2-pyridinamine (431 g, 4.0 mol) was dissolved in dichloromethane (700 ml) and 4-(2-bromoethyl)benzenesulfonyl chloride (340 g, 1.33 mol) was added at room temperature. After 1 h at 20° C., the solution was heated to 35° C. for 2 h. Excess dilute hydrochloric acid was added and the phases separate& After washing once with water, the organic phase was dried with MgSO4 and treated with decolorizing carbon. The solvent was evaporated and warm methanol added to the residue, which crystallized. The material was collected and recrystallized from toluene. Yield 178 g. A further crop of 36 g was obtained by workup of the mother liquor. Total yield 45%.

후처리

  1. washthe phases separate& After washing once with water
  2. dry with materialthe organic phase was dried with MgSO4
  3. additiontreated with decolorizing carbon
  4. customThe solvent was evaporated
  5. temperaturewarm methanol
  6. additionadded to the residue, which
  7. customcrystallized
  8. customThe material was collected
  9. customrecrystallized from toluene
  10. customA further crop of 36 g was obtained by workup of the mother liquor

출처 및 근거

ORD 기록
ord-14938fd624e14792b2b63db974519f78
출처 데이터셋
uspto-grants-1995_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05403930

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