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Hydrochloric Acid → Pyrithiobac

HRID 1650080
ノート
印刷プレビュー

反応式

HRID 1650080 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 313Hydrochloric Acid2 回HCID 14798Sodium HydroxideHCID 23668193Sodium NitriteHCID 53444447HCID 53444447、化合物HCID 178493561HCID 178493561、化合物

生成物 1

HCID 91781Pyrithiobac収率 22.9%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-bc02c5a851a44b33a0111ba077214ef6
出典データセット
uspto-grants-1990_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04923501

反応ノート

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