1-Chloro-2-nitrobenzene → 1-Chloro-2-nitrobenzene

HRID 2290970

반응식

HRID 2290970 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[S-:11][S-:12].[Na+].[Na+]>O>[CH:5]1[CH:4]=[C:3]([N+:8]([O-:10])=[O:9])[C:2]([S:11][S:12][C:2]2[C:3]([N+:8]([O-:10])=[O:9])=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:7][CH:6]=1.[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9]

참가 물질

5

반응물 2

HCID 69451-Chloro-2-nitrobenzeneHCID 89870Sodium disulfide

생성물 2

HCID 69451-Chloro-2-nitrobenzeneHCID 70861Disulfide, bis(2-nitrophenyl)

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

2500 parts of molten 1-chloro-2-nitrobenzene are charged to a stirred reactor and 150 parts of castor oil ethoxylate (about 15 moles of ethylene oxide per 1 mole of ricinoleic acid) and 1300 parts of water are added. The batch is heated to 60° C. and emulsified by efficient stirring. The freshly prepared sodium disulfide solution is then introduced beneath the surface of the emulsion. A total amount of 2520 parts of disulfide solution is added, the rate of addition being initially about 300 parts per hour and, towards the end of the reaction, about 100 parts per hour. The ensuing reaction is slightly exothermic and by cooling the temperature is kept in a range of 60° to 65° C.. Aggregates of 2,2'-dinitrodiphenyl disulfide and 1-chloro-2-nitrobenzene formed during the reaction are comminuted with e.g. a dismembrator. Chloronitrobenzene and resultant disulfide are continuously dispersed in the reaction medium by vigorously stirring the reaction mixture. After the total amount of disulfide solution is present in the reaction vessel, stirring is continued until the reaction mass consists of individual yellow crystals and of colourless to tea-coloured mother liquor. The batch is then cooled to 40° C., and the product is isolated by filtration and washed with cold water until the washings are colourless, affording 2897 parts of 80% 2,2'-dinitrodiphenyl disulfide, corresponding to a yield of 95% of theory. Melting point: 182°-184° C. (lit.: 196° C.).

후처리

  1. additionthe rate of addition
  2. custombeing initially about 300 parts per hour and, towards the end of the reaction, about 100 parts per hour
  3. customThe ensuing reaction
  4. temperatureby cooling the temperature
  5. customis kept in a range of 60° to 65° C.

출처 및 근거

ORD 기록
ord-27fc2634e4364bd8bd2006389117f4d2
출처 데이터셋
uspto-grants-1986_10
특허 번호
US04618721

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