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

HRID 2289185
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HRID 2289185 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

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

생성물 1

HCID 224009N-carbamoyl-2-cyano-butanamide

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매
이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트
HCID 6228
Dimethylformamide
용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-8d23a97cd3f344fe8dcfee0cb6f83430
출처 데이터셋
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06090970

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