Acetic Acid → 4-methyl-7-Dimethylamino-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

HRID 1844297ノート

反応式

HRID 1844297 の反応式
[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[C:11](N)[CH:12]=[CH:13][C:6]=2[NH:5][C:4](=[O:15])[CH2:3]1.C=O.[BH3-][C:19]#[N:20].[Na+].[C:22](O)(=O)C>C(#N)C.C(OCC)C>[CH3:1][N:2]1[C:8](=[O:9])[C:7]2[CH:10]=[C:11]([N:20]([CH3:19])[CH3:22])[CH:12]=[CH:13][C:6]=2[NH:5][C:4](=[O:15])[CH2:3]1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 104429394-methyl-7-Amino-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

生成物 1

HCID 704963004-methyl-7-Dimethylamino-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

To a solution of intermediate 3 (3.0 g, 13 mmol) and 37% aq formaldehyde (21 mL, 0.26 mol) in acetonitrile at 0° C., NaBH3CN (4.8 g, 77 mmol) was added portionwise. The reaction mixture was stirred at 0° C. for 2 h and then at room temperature for 1 h. Acetic acid (1.4 mL) was then added and the reaction mixture was stirred for another 2 h. The reaction mixture was poured into ethyl ether, washed with 2N KOH and the basic layer was extracted several times with ethyl acetate. The organic phases were collected and dried and solvents removed in vacuum to give an amorphous yellowish solid.

後処理

  1. waitat room temperature for 1 h
  2. stirringthe reaction mixture was stirred for another 2 h
  3. washwashed with 2N KOH
  4. extractionthe basic layer was extracted several times with ethyl acetate
  5. customThe organic phases were collected
  6. customdried
  7. customsolvents removed in vacuum
  8. customto give an amorphous yellowish solid

出典と根拠

ORDレコード
ord-58f30c58fb134e38a5b4a8f842dca89c
出典データセット
uspto-grants-2015_02
特許番号
US08946410B2

反応ノート

読み込み中…