Hydrochloric Acid → 2-Mercapto-6-methylbenzoic acid

HRID 1650078

反応式

HRID 1650078 の反応式
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]

参加物

6

反応物 4

HCID 313Hydrochloric Acid3 回HCID 89870Sodium disulfideHCID 23668193Sodium NitriteHCID 700935462-Amino-6-methylbenzoic acid--hydrogen chloride (1/1)

生成物 1

HCID 126128092-Mercapto-6-methylbenzoic acid収率 80.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7bcd31f5f7f94bb1989f66058337c07a
出典データセット
uspto-grants-1990_05
特許番号
US04923501

関連ノート

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