Ethanol → Benzothiazole, 5,6-dimethoxy-2-methyl-

HRID 1881174ノート

反応式

HRID 1881174 の反応式
Br[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[N+:12]([O-])=O.[S-2:15].[Na+].[Na+].[S].[CH2:19](O)[CH3:20]>>[CH3:11][O:10][C:5]1[C:6]([O:8][CH3:9])=[CH:7][C:2]2[S:15][C:19]([CH3:20])=[N:12][C:3]=2[CH:4]=1

参加物

5

反応物 4

HCID 702Ethanol2 回HCID 14804Sodium SulfideHCID 1709684-Bromo-5-nitroveratroleHCID 5362487Sulfur

生成物 1

HCID 112829Benzothiazole, 5,6-dimethoxy-2-methyl-

実験手順

1-Bromo-4,5-dimethoxy-2-nitro-benzene (10 g) was suspended into ethanol (50 ml). To the reaction mixture was added the suspension of sodium sulfide (5 g) and sulfur (0.65 g) in ethanol (12 ml). The reaction mixture was refluxed 1.5 hour and then the resultant solid was filtered and washed with hot water and ethanol. The dry solid was slurried with acetic acid (60 ml) and acetanhydridi (35 ml). To the suspension was gradually added zinc (16.6 g) and the suspension was stirred at room temperature for 15 min before filtering off. The residue was evaporated to dryness. The product was purified by column chromatography using toluene-ethyl acetate-acetic acid 8:1:1 as the eluent.

後処理

  1. additionTo the reaction mixture was added
  2. temperatureThe reaction mixture was refluxed 1.5 hour
  3. filtrationthe resultant solid was filtered
  4. washwashed with hot water and ethanol
  5. filtrationbefore filtering off
  6. customThe residue was evaporated to dryness
  7. customThe product was purified by column chromatography

出典と根拠

ORDレコード
ord-e2b8445e6e684076841356a2e6169893
出典データセット
uspto-grants-2012_11
特許番号
US08318785B2

反応ノート

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