Water → HCID 10954430、化合物

HRID 989323ノート

反応式

HRID 989323 の反応式
[NH2:1][C:2]1[C:3]2[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:4]=2[S:5][C:6]=1C(OC)=O.O>CN1CCCC1=O.CN1CCNCC1>[NH2:1][C:2]1[C:3]2[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:4]=2[S:5][CH:6]=1

参加物

5

反応物 2

HCID 962WaterHCID 2759774methyl 3-amino-5-nitro-1-benzothiophene-2-carboxylate

生成物 1

HCID 10954430HCID 10954430、化合物

試薬・触媒・溶媒 2

HCID 13387N-methyl-2-pyrrolidone溶媒HCID 531671-Methylpiperazine溶媒

実験手順

A solution of 23.00 g (91.26 mmol) of methyl 3-amino-5-nitrobenzo[b]thiophene-2-carboxylate (J. Hetero. Chem., 34(4), 1163 (1997)) in 100 mL of 1-methyl-2-pyrrolidinone and 30 mL of 1-methylpiperazine is heated at 180° C. for 2 hours. The reaction is cooled to room temperature and poured into water. The resultant solid is collected by filtration and washed with water. The solid is dissolved in a mixture of ethyl acetate and diethyl ether and the solution is washed with water twice. The organic layer is dried over magnesium sulfate, filtered and concentrated in vacuo. Diethyl ether and hexane are added to the residue and the dark red solid is collected by filtration to provide 11.17 g (63%), mp 155-158° C.

後処理

  1. filtrationThe resultant solid is collected by filtration
  2. washwashed with water
  3. dissolutionThe solid is dissolved in a mixture of ethyl acetate and diethyl ether
  4. washthe solution is washed with water twice
  5. dry with materialThe organic layer is dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. additionDiethyl ether and hexane are added to the residue
  9. filtrationthe dark red solid is collected by filtration
  10. customto provide 11.17 g (63%), mp 155-158° C.

出典と根拠

ORDレコード
ord-75bdc5281afb4cb49132c96f25f7e1ae
出典データセット
uspto-grants-2003_10
特許番号
US06638929B2

反応ノート

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