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Hydrochloric Acid → Pyrithiobac

HRID 1650080
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HRID 1650080 반응식
Cl.N[C:3]1[CH:11]=[CH:10][CH:9]=[C:8]([Cl:12])[C:4]=1[C:5]([OH:7])=[O:6].N([O-])=O.[Na+].Cl.[CH3:18][O:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[N:23]=[C:22]([SH:28])[N:21]=1.[OH-].[Na+]>O>[Cl:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:3]([S:28][C:22]2[N:21]=[C:20]([O:19][CH3:18])[CH:25]=[C:24]([O:26][CH3:27])[N:23]=2)[C:4]=1[C:5]([OH:7])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric Acid2회HCID 14798Sodium HydroxideHCID 23668193Sodium NitriteHCID 53444447HCID 53444447, 화합물HCID 178493561HCID 178493561, 화합물

생성물 1

HCID 91781Pyrithiobac수율 22.9%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

5.0 g of 2-amino-6-chlorobenzoic acid hydrochloride was converted to a diazonium salt with 2.3 g of sodium nitrite and concentrated hydrochloric acid. Then, this diazonium salt was gradually dropwise added to a solution comprising 4.8 g of 4,6-dimethoxy-2-mercaptopyrimidine, 2.4 g of sodium hydroxide and 40 ml of water at 0° C. After completion of the dropwise addition, the mixture was stirred at room temperature for 2 hours 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. The residue thereby obtained was purified by column chromatography to obtain 1.8 g of 2-chloro-6-[(4,6-dimethoxypyrimidin-2-yl)thio]benzoic acid as ocher powder. Melting point: 148°-151° C.

후처리

  1. customat 0° C
  2. additionAfter completion of the dropwise addition
  3. customthe reaction
  4. extractionthe mixture was extracted with ethyl acetate
  5. customThe extract was dried
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue thereby obtained
  8. customwas purified by column chromatography

출처 및 근거

ORD 기록
ord-bc02c5a851a44b33a0111ba077214ef6
출처 데이터셋
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04923501

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