Isoamyl Nitrite → Methyl benzo[d]thiazole-7-carboxylate

HRID 2064771ノート

反応式

HRID 2064771 の反応式
N(OCCC(C)C)=O.[CH3:9][O:10][C:11]([C:13]1[C:21]2[S:20][C:19](N)=[N:18][C:17]=2[CH:16]=[CH:15][CH:14]=1)=[O:12]>C1COCC1>[CH3:9][O:10][C:11]([C:13]1[C:21]2[S:20][CH:19]=[N:18][C:17]=2[CH:16]=[CH:15][CH:14]=1)=[O:12]

参加物

4

反応物 2

HCID 8053Isoamyl NitriteHCID 10910742Methyl 2-aminobenzo[d]thiazole-7-carboxylate

生成物 1

HCID 59316815Methyl benzo[d]thiazole-7-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Isoamyl nitrite (22.0 mmol) is added to a solution of 2-amino-benzothiazole-7-carboxylic acid methyl ester (10.1 mmol) in THF (29 mL). The mixture is heated to reflux for 4 h, the solvents are removed in vacuo and the residue is purified by flash chromatography (gradient: heptane to EtOAc/heptane 4/6) to give the desired product. LC-MS: tR=0.85 min; [M+H]+=194.0.

後処理

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 4 h
  3. customthe solvents are removed in vacuo
  4. customthe residue is purified by flash chromatography (gradient: heptane to EtOAc/heptane 4/6)

出典と根拠

ORDレコード
ord-286b0a47266f4badb632fa7c61609543
出典データセット
uspto-grants-2012_10
特許番号
US08288435B2

反応ノート

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