Ethylene Glycol → 2-Amino-5-methylbenzene-1-thiol

HRID 339577

反応式

HRID 339577 の反応式
NC1[S:3][C:4]2[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.C(O)CO.[OH-].[K+].C1(C)C=CC=CC=1>C(O)(=O)C>[CH3:11][C:9]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([SH:3])[CH:10]=1

参加物

6

反応物 4

HCID 174Ethylene GlycolHCID 1140TolueneHCID 14797Potassium HydroxideHCID 173352-Amino-6-methylbenzothiazole

生成物 1

HCID 3232602-Amino-5-methylbenzene-1-thiol収率 87.3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 2-amino-6-methylbenzothiazole (15 g, 91.3 mmol), ethylene glycol (22.26 g, 0.36 mol) and 50% w/v KOH (180 ml) was heated under reflux for 62 h. On cooling to room temperature, toluene (60 ml) was added and the reaction mixture was cooled in an ice-bath and acidified with acetic acid (final pH 5-6). The reaction mixture was extracted with toluene (5×300 ml) and the combined organic extracts were washed with brine (2×200 ml), dried (MgSO4) and the solvent removed under reduced pressure to give the title compound (11.1 g, 86%) as a yellow solid which was used without further purification.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 62 h
  3. temperaturethe reaction mixture was cooled in an ice-bath
  4. extractionThe reaction mixture was extracted with toluene (5×300 ml)
  5. washthe combined organic extracts were washed with brine (2×200 ml)
  6. dry with materialdried (MgSO4)
  7. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-3fddf22e12cf4bc68ed7a1a09f836cac
出典データセット
uspto-grants-2014_11
特許番号
US08895313B2

関連ノート

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