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Hydrochloric Acid → 5-(trifluoromethyl)-1,3-benzothiazole-2-thiol

HRID 2399850
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HRID 2399850 반응식
[C:1](=[S:3])=[S:2].[OH-].[K+].[N+:6]([C:9]1[CH:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:11][C:10]=1S)([O-])=O.S(S([O-])=O)([O-])=O.[Na+].[Na+].Cl>O.CO>[F:16][C:15]([F:17])([F:18])[C:13]1[CH:12]=[CH:11][C:10]2[S:2][C:1]([SH:3])=[N:6][C:9]=2[CH:14]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 6348Carbon DisulfideHCID 14797Potassium Hydroxide2회HCID 24489Sodium DithioniteHCID 1174182-Nitro-4-(trifluoromethyl)benzenethiol

생성물 1

HCID 1784190875-(trifluoromethyl)-1,3-benzothiazole-2-thiol

시약·촉매·용매 2

HCID 887Methanol용매
HCID 962Water용매2회

반응 조건

온도
10 °C

실험 절차

Carbon disulphide (2.28 g, 30 mmol) was added dropwise over a period of 1 minute to a solution of potassium hydroxide (0.33 g, 5.9 mmol) in a mixture of water (2 ml) and methanol (5 ml), and the resulting yellow solution stirred for 5 minutes, followed by the addition of 2-nitro-4-trifluoromethyl thiophenol (1.10 g, 5 mmol). To this mixture was added dropwise over a period of 5 minutes a solution of potassium hydroxide (1.97 g, 35 mmol) and sodium dithionite (3.1 g, 15 mmol) in water (14 ml), so that the temperature did not exceed 40° C. The resultant orange mixture was stirred at 40°-50° C. for 2 hours. The reaction mixture was cooled to 10° C. and slowly acidified to pH 5-6 with concentrated HCl, and the mixture stirred for half an hour at this temperature. The off-white solid was washed with water and air dried to give the product. The yield was 0.81 g (70%).

후처리

  1. customdid not exceed 40° C
  2. stirringThe resultant orange mixture was stirred at 40°-50° C. for 2 hours
  3. stirringthe mixture stirred for half an hour at this temperature
  4. washThe off-white solid was washed with water and air
  5. customdried
  6. customto give the product

출처 및 근거

ORD 기록
ord-1b9be0a638d045c3886484a68c37371a
출처 데이터셋
uspto-grants-1995_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05451681

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