Diethyl Ether → Methyl 2-aminobenzo[d]thiazole-7-carboxylate

HRID 560312

反応式

HRID 560312 の反応式
BrBr.[CH3:3][O:4][C:5](=[O:16])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([NH:12][C:13]([NH2:15])=[S:14])[CH:7]=1.CCOCC>C(O)(=O)C>[CH3:3][O:4][C:5]([C:6]1[C:7]2[S:14][C:13]([NH2:15])=[N:12][C:8]=2[CH:9]=[CH:10][CH:11]=1)=[O:16]

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 24408BromineHCID 726316Methyl 3-thioureidobenzoate

生成物 1

HCID 10910742Methyl 2-aminobenzo[d]thiazole-7-carboxylate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

反応条件

温度
70 °C

実験手順

At 0° C. a solution of bromine (13.4 mmol) in acetic acid (9.4 mL) is added dropwise to a vigorously stirred solution of 3-thioureido-benzoic acid methyl ester (12.5 ml) in acetic acid (37 mL). The mixture is allowed to reach RT, stirred at 70° C. for 4 h and cooled to RT. Ether is added and the precipitate is filtered off. The residue is stirred vigorously in a sat aq. NaHCO3 solution, filtered off and washed with water. The obtained solid is dried in vacuo to give the desired product which is used without further purification. LC-MS: tR=0.62 min; [M+H]+=209.0.

後処理

  1. customto reach RT
  2. temperaturecooled to RT
  3. filtrationthe precipitate is filtered off
  4. stirringThe residue is stirred vigorously in a sat aq. NaHCO3 solution
  5. filtrationfiltered off
  6. washwashed with water
  7. customThe obtained solid is dried in vacuo

出典と根拠

ORDレコード
ord-736c1d15207d4c61b9c0d300624b870c
出典データセット
uspto-grants-2011_11
特許番号
US08063099B2

関連ノート

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