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Acetic Acid → N-carbamoyl-2-cyano-butanamide

HRID 2289185
ノート
印刷プレビュー

反応式

HRID 2289185 の反応式
[C:1]([CH2:3][C:4]([NH:6][C:7]([NH2:9])=[O:8])=[O:5])#[N:2].[CH:10](=O)[CH3:11].C(O)(=O)C.C([O-])(=O)C.[NH4+]>CN(C)C=O.[C].[Pd]>[C:1]([CH:3]([CH2:10][CH3:11])[C:4]([NH:6][C:7]([NH2:9])=[O:8])=[O:5])#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 176Acetic AcidHCID 177AcetaldehydeHCID 74055Acetamide, N-(aminocarbonyl)-2-cyano-HCID 517165Ammonium Acetate

生成物 1

HCID 224009N-carbamoyl-2-cyano-butanamide

試薬・触媒・溶媒 2

HCID 178418390HCID 178418390、化合物触媒
このページの内容参加物実験手順後処理出典と根拠反応ノート
HCID 6228
Dimethylformamide
溶媒

実験手順

Cyanoacetylurea (38.7 g) was suspended in N,N-dimethylformamide (77.4 ml), and acetaldehyde (18.8 ml), acetic acid (3.43 ml) and ammonium acetate (2.31 g) were added. This suspension was subjected to catalytic hydrogenation in the presence of 10% palladium carbon (0.78 g, 50% wet product) under normal pressure at 30° C. for 5 hours. The catalyst was filtered off. Water (350 ml) was added to the filtrate to allow precipitation of crystals. The crystals were collected by filtration to give crystals of N-(2-cyanobutanoyl)urea (yield 24.2 g). 1H-NMR(270 MHz, DMSO-d6)δ 0.99(3H,t), 1.75-1.95(2H,m), 3.86(1H,t), 7.42(2H,br), 10.50(1H,br)

後処理

  1. filtrationThe catalyst was filtered off
  2. additionWater (350 ml) was added to the filtrate
  3. customprecipitation of crystals
  4. filtrationThe crystals were collected by filtration

出典と根拠

ORDレコード
ord-8d23a97cd3f344fe8dcfee0cb6f83430
出典データセット
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06090970

反応ノート

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