Ethanol → 5,7-Dimethyl-2,1,3-benzothiadiazol-4-amine

HRID 353698ノート

反応式

HRID 353698 の反応式
[CH3:1][C:2]1[CH:10]=[C:9]([CH3:11])[C:5]2=[N:6][S:7][N:8]=[C:4]2[C:3]=1[N+:12]([O-])=O.C(O)C.S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:12][C:3]1[C:4]2[C:5](=[N:6][S:7][N:8]=2)[C:9]([CH3:11])=[CH:10][C:2]=1[CH3:1]

参加物

5

反応物 3

HCID 702EthanolHCID 24489Sodium DithioniteHCID 235115395,7-Dimethyl-4-nitro-2,1,3-benzothiadiazole

生成物 1

HCID 120599585,7-Dimethyl-2,1,3-benzothiadiazol-4-amine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

5,7-Dimethyl-4-nitro-2,1,3-benzothiadiazole (20 g) is warmed to ebullition in water (2.2 l) and ethanol (2.2 l) and sodium dithionite is added portionwise (strongly exothermic reaction). The reaction mixture is immediately cooled in an ice bath and extracted with ethyl acetate. The organic phase is concentrated by evaporation and the residue recrystallised in water to give 4-amino-5,7-dimethyl-2,1,3-benzothiadiazole. Mp=113-114°.

後処理

  1. customstrongly exothermic reaction)
  2. temperatureThe reaction mixture is immediately cooled in an ice bath
  3. extractionextracted with ethyl acetate
  4. concentrationThe organic phase is concentrated by evaporation
  5. customthe residue recrystallised in water

出典と根拠

ORDレコード
ord-e5e7b9d1e022410698d2ae555157909d
出典データセット
uspto-grants-2004_06
特許番号
US06756367B2

反応ノート

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