Triethylamine → HCID 22144554、化合物

HRID 1824800ノート

反応式

HRID 1824800 の反応式
Cl.[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([NH2:11])=[C:8]([SH:10])[CH:9]=1.C(N(CC)CC)C.[Br:19][C:20]1[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](Cl)=O.[OH-].[Na+]>CN1CCCC1=O>[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]2[N:11]=[C:22]([C:21]3[CH:25]=[CH:26][CH:27]=[C:28]([O:29][CH3:30])[C:20]=3[Br:19])[S:10][C:8]=2[CH:9]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 22144509HCID 22144509、化合物HCID 221445602-Bromo-3-methoxybenzoyl chloride

生成物 1

HCID 22144554HCID 22144554、化合物収率 65%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒2 回

実験手順

5-Methoxy-2-aminobenzenethiol hydrochloride (83 g, 4.33 mmol) was dissolved in 1-methyl-2-pyrrolidinone (10 mL). After triethylamine (0.60 mL, 4.33 mmol) was added, the mixture was stirred at room temperature for 10 min. 2-Bromo-3-methoxybenzoyl chloride (1.08 g, 4.33 mmol) in 1-methyl-2-pyrrolidinone (10 mL) was then added and the mixture was heated at 100° C. for 40 min. The mixture was cooled to room temperature and 1N NaOH was added to PH 9. The mixture was extracted with ethylacetate and combined ethylacetate were washed with brine, concentrated. After chromatographic purification gave 6-methoxy-2-(2-bromo-3-methoxy-phenyl)-benzothiazole (0.98 g, 65% yield) as a yellow solid. Mass spec: MH+=350.

後処理

  1. temperaturethe mixture was heated at 100° C. for 40 min
  2. temperatureThe mixture was cooled to room temperature
  3. extractionThe mixture was extracted with ethylacetate and combined ethylacetate
  4. washwere washed with brine
  5. concentrationconcentrated
  6. customAfter chromatographic purification

出典と根拠

ORDレコード
ord-277e1d16b531404193aaab6758a74ff7
出典データセット
uspto-grants-2006_05
特許番号
US07045539B2

反応ノート

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