Iodine → 5-Iodo-2'-methyl salicylanilide

HRID 1105955

반응식

HRID 1105955 반응식
[CH3:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[NH:4][C:5](=[O:13])[C:6]1[C:7](=[CH:9][CH:10]=[CH:11][CH:12]=1)[OH:8].[I:18]I>C(O)(=O)C>[I:18][C:11]1[CH:12]=[C:6]([C:5]([NH:4][C:3]2[CH:14]=[CH:15][CH:16]=[CH:17][C:2]=2[CH3:1])=[O:13])[C:7]([OH:8])=[CH:9][CH:10]=1

참가 물질

4

반응물 2

HCID 807IodineHCID 7683182-hydroxy-N-(2-methylphenyl)benzamide

생성물 1

HCID 205554145-Iodo-2'-methyl salicylanilide

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

45.4 g. of 2'-methyl salicylanilide are dissolved in about 170.0 g. of glacial acetic acid. A solution 50.8 g. of iodine in 20 g. of glacial acetic acid is added, drop by drop, to said solution with agitation and moderately cooling. After said reaction is completed, 70.6 g. of 5-iodo-2'-methyl salicylanilide are obtained by filtration. Said compound is dissolved in 500 cc. of glacial acetic acid and 150 g. of ethyl acetate. 7.0 g. of chlorine are introduced into said solution under existence of a little amount of iron powder at about 40° C. to obtain 5-iodo-2'-methyl-4'-chloro salicylanilide. Resulting compound (compound No. 3) forms slightly yellowish powder having properties shown in Table 3 by recrystallizing from ethyl acetate.

후처리

  1. temperaturemoderately cooling
  2. customreaction

출처 및 근거

ORD 기록
ord-f39cb54d53974989ac7f8e8de4b81709
출처 데이터셋
uspto-grants-1982_01
특허 번호
US04310682

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