2-Amino-4-methylbenzothiazole → 4-Methylbenzo[d]thiazol-2-ol

HRID 469314

反応式

HRID 469314 の反応式
N[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:5]=2[N:6]=1.N([O-])=[O:13].[Na+]>C(O)=O.C(O)(=O)C.Cl.O>[CH3:11][C:7]1[C:5]2[NH:6][C:2](=[O:13])[S:3][C:4]=2[CH:10]=[CH:9][CH:8]=1

参加物

7

反応物 2

HCID 151322-Amino-4-methylbenzothiazoleHCID 23668193Sodium Nitrite

生成物 1

HCID 127708804-Methylbenzo[d]thiazol-2-ol

試薬・触媒・溶媒 4

HCID 176Acetic Acid溶媒HCID 284Formic Acid溶媒HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒2 回

実験手順

5.00 g (30.5 mmol) 2-amino-4-methylbenzothiazole in 15.0 mL formic acid, 6.10 mL glacial acetic acid and 112 mL conc. hydrochloric acid were cooled to −5° C. with stirring and slowly combined with a solution of 2.10 g (30.5 mmol) sodium nitrite in 5.0 mL water. The reaction mixture was stirred for 20 min at this temperature, then heated to RT and then refluxed overnight. The cooled mixture was then mixed with water and extracted several times with EtOAc. The combined organic phases were washed with saturated sodium chloride solution, dried on sodium sulphate, filtered and the filtrate was evaporated down.

後処理

  1. stirringThe reaction mixture was stirred for 20 min at this temperature
  2. temperaturerefluxed overnight
  3. extractionextracted several times with EtOAc
  4. washThe combined organic phases were washed with saturated sodium chloride solution
  5. customdried on sodium sulphate
  6. filtrationfiltered
  7. customthe filtrate was evaporated down

出典と根拠

ORDレコード
ord-d83cbdc43ff5451f910282499503eb4e
出典データセット
uspto-grants-2014_01
特許番号
US08629137B2

関連ノート

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