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Hydrochloric Acid → 2-Mercapto-6-methylbenzoic acid

HRID 1650078
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HRID 1650078 반응식
Cl.N[C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:4]=1[C:5]([OH:7])=[O:6].Cl.N([O-])=O.[Na+].[S-:18][S-].[Na+].[Na+]>O>[SH:18][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([CH3:12])[C:4]=1[C:5]([OH:7])=[O:6]
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참가 물질

6

반응물 4

HCID 313Hydrochloric Acid3회HCID 89870Sodium disulfideHCID 23668193Sodium NitriteHCID 700935462-Amino-6-methylbenzoic acid hydrochloride

생성물 1

HCID 126128092-Mercapto-6-methylbenzoic acid수율 80.3%

시약·촉매·용매 1

HCID 962Water
용매

실험 절차

5.0 g of 2-amino-6-methylbenzoic acid hydrochloride was converted to a diazonium salt with concentrated hydrochloric acid and 2.3 g of sodium nitrite. Then, this diazonium salt was gradually dropwise added to a previously prepared sodium disulfide solution (which was prepared from 8.7 g of sodium sulfide nonahydrate, 1.1 g of sulfur, 1.5 g of sodium hydroxide and 15 ml of water) at from 0° to 5° C. After the completion of the dropwise addition, the mixture was stirred at room temperature for 2 hours to complete the reaction. The reaction solution was poured into a large amount of water, and concentrated hydrochloric acid was added thereto. Then, the mixture was extracted with ethyl acetate. A sodium hydrogen carbonate aqueous solution was added to the ethyl acetate layer, and sodium hydrogencarbonate-soluble components were extracted. 5.8 g of sodium pyrosulfate was added to the aqueous solution, and the mixture was refluxed for 30 minutes to complete the reaction. Concentrated hydrochloric acid was added to the reaction solution, and then the mixture was extracted with ethyl acetate. The extract was dried, and then the solvent was distilled off under reduced pressure to obtain 3.6 g (yield: 65%) of 2-mercapto-6-methylbenzoic acid.

후처리

  1. additionAfter the completion of the dropwise addition
  2. customthe reaction
  3. additionwas added
  4. extractionThen, the mixture was extracted with ethyl acetate
  5. additionA sodium hydrogen carbonate aqueous solution was added to the ethyl acetate layer, and sodium hydrogencarbonate-soluble components
  6. extractionwere extracted
  7. addition5.8 g of sodium pyrosulfate was added to the aqueous solution
  8. temperaturethe mixture was refluxed for 30 minutes
  9. customthe reaction
  10. extractionthe mixture was extracted with ethyl acetate
  11. customThe extract was dried
  12. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-7bcd31f5f7f94bb1989f66058337c07a
출처 데이터셋
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04923501

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