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Hydrochloric Acid → 4,5-Dichloro-2(3h)-benzothiazolone

HRID 234129
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HRID 234129 반응식
N[C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([Cl:11])=[C:7]([Cl:12])[C:5]=2[N:6]=1.Cl.N([O-])=[O:15].[Na+]>O>[Cl:12][C:7]1[C:5]2[NH:6][C:2](=[O:15])[S:3][C:4]=2[CH:10]=[CH:9][C:8]=1[Cl:11]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6677392-amino-4,5-dichlorobenzothiazoleHCID 23668193Sodium Nitrite

생성물 1

HCID 132360174,5-Dichloro-2(3h)-benzothiazolone수율 81.8%

시약·촉매·용매 1

HCID 962Water용매

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온도
50 °C

실험 절차

33 g of 2-amino-4,5-dichlorobenzothiazole, 241 g of 30% hydrochloric acid and 33.9 g of water are introduced into a 750 ml pressure vessel at room temperature and subsequently heated to 50° C. After the mixture has been stirred for 30 minutes, 58.3 g of aqueous, 40% sodium nitrite solution are metered in at a uniform rate in the course of 3 hours at 50° C., with vigorous stirring. After metering in has ended, stirring is continued for 4 hours at 50° C. Excess nitrite is then removed by adding approximately 15 g of 18% aqueous urea solution. The reaction vessel is subsequently sealed, and the reaction mixture is heated for 4 hours at 140°-150° C. (pressure approximately 6 bar). After the mixture has cooled to 20° C., the crystalline product is filtered off with suction, washed with water and dried at 60° C. to constant weight. 27.9 g of 4,5-dichlorobenzothiazol-2-one with a pure substance content of 97.2% are obtained (corresponding to 81.8% yield) with a DSC melting point of 229.1° C.

후처리

  1. customare metered in at a uniform rate in the course of 3 hours at 50° C., with vigorous stirring
  2. stirringstirring
  3. waitis continued for 4 hours at 50° C
  4. customExcess nitrite is then removed
  5. additionby adding approximately 15 g of 18% aqueous urea solution
  6. customThe reaction vessel is subsequently sealed
  7. temperaturethe reaction mixture is heated for 4 hours at 140°-150° C. (pressure approximately 6 bar)
  8. temperatureAfter the mixture has cooled to 20° C.
  9. filtrationthe crystalline product is filtered off with suction
  10. washwashed with water
  11. customdried at 60° C. to constant weight

출처 및 근거

ORD 기록
ord-cbb625e583ef4066a59552a17b428093
출처 데이터셋
uspto-grants-1997_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05594145

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