Nitric Acid → 5-Chloro-2-methyl-6-nitro-1,3-benzoxazole

HRID 9864

反応式

HRID 9864 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH3:10])=[N:7][C:6]=2[CH:11]=1.[N+:12]([O-])([OH:14])=[O:13].O1C2C=CC=CC=2N=C1>S(=O)(=O)(O)O>[Cl:1][C:2]1[C:3]([N+:12]([O-:14])=[O:13])=[CH:4][C:5]2[O:9][C:8]([CH3:10])=[N:7][C:6]=2[CH:11]=1

参加物

5

反応物 3

HCID 944Nitric AcidHCID 9228BenzoxazoleHCID 295105-Chloro-2-methylbenzoxazole

生成物 1

HCID 27644555-Chloro-2-methyl-6-nitro-1,3-benzoxazole

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

反応条件

温度
20 °C

実験手順

Concentrated sulfuric acid (150 mL) was stirred mechanically and cooled in an ice/water bath. To this was gradually added 5-chloro-2-methylbenzoxazole (1), (75 g, 0.45 Moles), at such a rate that the temperature stayed at 30° C., over a 15–20 minute period. A solution of concentrated sulfuric acid (40 mL), and concentrated nitric acid (32 mL), was prepared and added drop by drop to the benzoxazole solution at such a rate that the temperature was maintained at approximately 20° C. When this acid solution had been added the cooling bath was removed and the mixture allowed to stir at room temperature for 1 hour. At the end of this period the solution was carefully poured onto ice with good stirring. Sufficient water was then added to get good mixing. The solid was filtered off, washed well with water followed by methanol and finally air dried. Yield 90.6 g.

後処理

  1. temperaturecooled in an ice/water bath
  2. waitat such a rate that the temperature stayed at 30° C., over a 15–20 minute period
  3. additionWhen this acid solution had been added the cooling bath
  4. customwas removed
  5. additionAt the end of this period the solution was carefully poured onto ice with good stirring
  6. additionSufficient water was then added
  7. customto get good mixing
  8. filtrationThe solid was filtered off
  9. washwashed well with water
  10. customdried

出典と根拠

ORDレコード
ord-f8734ebc655840278913d393144d8314
出典データセット
uspto-grants-2006_08
特許番号
US07091361B2

関連ノート

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