Ammonium Hydroxide → 5-Bromo-2-methyl-thiazole-4-carboxylic acid amide

HRID 1443108ノート

反応式

HRID 1443108 の反応式
[Br:1][C:2]1[S:6][C:5]([CH3:7])=[N:4][C:3]=1[C:8]([OH:10])=O.C1N=C[N:13](C(N2C=NC=C2)=O)C=1.[NH4+].[OH-]>CN(C=O)C>[Br:1][C:2]1[S:6][C:5]([CH3:7])=[N:4][C:3]=1[C:8]([NH2:13])=[O:10]

参加物

5

反応物 3

HCID 14923Ammonium HydroxideHCID 682631,1'-CarbonyldiimidazoleHCID 451175845-Bromo-2-methyl-1,3-thiazole-4-carboxylic acid

生成物 1

HCID 685440505-Bromo-2-methyl-thiazole-4-carboxylic acid amide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

5-Bromo-2-methyl-thiazole-4-carboxylic acid (14.4 g, 64.8 mmol) was dissolved in 100 ml DMF and CDI (11.6 g, 71.3 mmol) was added. The solution was stirred for 2 hrs at 60° C., cooled and NH4OH (150 ml, 973 mmol) was added. The reaction mixture was stirred over night at room temperature and extracted two times with ethyl acetate and water. The organic extracts were washed four times with water, dried with sodium sulfate, filtered and evaporated. The crude product (11.3 g, 79%) [MS: m/e=222.8 (M+H+)] was used without any further purification for the next step.

後処理

  1. temperaturecooled
  2. stirringThe reaction mixture was stirred over night at room temperature
  3. extractionextracted two times with ethyl acetate and water
  4. washThe organic extracts were washed four times with water
  5. dry with materialdried with sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe crude product (11.3 g, 79%) [MS: m/e=222.8 (M+H+)] was used without any further purification for the next step

出典と根拠

ORDレコード
ord-bc0ec2d5171a4ebcb94a3a722b7cae87
出典データセット
uspto-grants-2010_02
特許番号
US07659401B2

反応ノート

読み込み中…