Hydrogen Sulfide → HCID 178527788, 화합물

HRID 325763

반응식

HRID 325763 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:9])=[C:6]([OH:8])[CH:7]=1.O(C)[C:11]([S-])=[S:12].[Na+].ClC1C(N)=C(O)C=CC=1.S.P(=O)(O)(O)O>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:9]=[C:11]([SH:12])[O:8][C:6]=2[CH:7]=1

참가 물질

7

반응물 5

HCID 402Hydrogen SulfideHCID 1004Phosphoric AcidHCID 915912-Amino-5-chlorophenolHCID 198289622-Amino-3-chlorophenolHCID 23681518Sodium methyl xanthate

생성물 1

HCID 178527788HCID 178527788, 화합물수율 97.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

143.6 g (1 mol) of 5-chloro-2-aminophenol, 164 g (1.02 mols) of sodium methyl xanthate (90% strength) and 500 ml of water were introduced into a 1 liter flask equipped with stirrer, thermometer and reflux condenser. The reaction mixture (the chloro-aminophenol remained undissolved) was warmed with stirring, from 80° C. on vigorous hydrogen sulfide development occured. After about 1 hour the reaction was essentially complete, but stirring with reflux was continued for a further 2 hours. The resulting black reaction solution was cooled, and acidified with 70 g of 85% phosphoric acid. The precipitate was suction-filtered, washed thoroughly with water and subsequently dried at about 80° C. under reduced pressure. After drying, 180.5 g (97.3% of th.) of 6-chloro-2-mercaptobenzoxazole having a melting point of 221°-223° C. were obtained. (The literature gives a m.p. of 224°-225° C. after recrystallization from water/isopropanol, J. org. Chem. 19, 758). According to gas chromatography, the purity degree of the product was higher than 98%.

후처리

  1. customequipped with stirrer
  2. temperaturethermometer and reflux condenser
  3. temperaturewith reflux
  4. waitwas continued for a further 2 hours
  5. temperatureThe resulting black reaction solution was cooled
  6. filtrationThe precipitate was suction-filtered
  7. washwashed thoroughly with water
  8. customsubsequently dried at about 80° C. under reduced pressure
  9. customAfter drying

출처 및 근거

ORD 기록
ord-f56e9a1d48c3408cbc1a9fa87786b10e
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04442294

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