2-Amino-4-(4-aminophenyl)thiazole → 4-Amino-benzylidene-hydantoin

HRID 1637932노트

반응식

HRID 1637932 반응식
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([CH:8]=[C:9]2[NH:13][C:12](=[O:14])[NH:11][C:10]2=[O:15])=[CH:6][CH:5]=1)([O-])=O.NC1SC=C(C2C=CC(N)=CC=2)N=1>C(O)(=O)C.[Fe]>[NH2:1][C:4]1[CH:17]=[CH:16][C:7]([CH:8]=[C:9]2[NH:13][C:12](=[O:14])[NH:11][C:10]2=[O:15])=[CH:6][CH:5]=1

참가 물질

5

반응물 2

HCID 6055642-Amino-4-(4-aminophenyl)thiazoleHCID 46859054-Nitro-benzylidene-hydantoin

생성물 1

HCID 538516234-Amino-benzylidene-hydantoin

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

실험 절차

To 3 g (12.9 mmol) of crude 4-nitro-benzylidene-hydantoin, melting point 300° C. (prepared as described in Example 6 under (a)) in 50 ml 80% acetic acid are added 3 g of iron powder at 100°. After 30 minutes the mixture is filtered over kieselguhr and the filtrate is evaporated down in vacuo. The evaporation residue is divided between EtOac and dilute aqueous ammonia solution; before the separation of the phases the mixture is filtered once more through kieselguhr. The organic phase is washed with water, dried, filtered and evaporated down in vacuo. The yellow foam obtained (0.80 g; 30.6% of theory) predominantly contains 4-amino-benzylidene-hydantoin (A) (Rf =0.55), but no 4-amino-benzyl-hydantoin (B) (Rf =0.48), according to DC (silica gel; toluene/EtOac/EtOH (4:2:1)).

후처리

  1. filtrationAfter 30 minutes the mixture is filtered over kieselguhr
  2. customthe filtrate is evaporated down in vacuo
  3. custombefore the separation of the phases the mixture
  4. filtrationis filtered once more through kieselguhr
  5. washThe organic phase is washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated down in vacuo

출처 및 근거

ORD 기록
ord-d71ca5a8497c40c99cb6f9c6366ccaa6
출처 데이터셋
uspto-grants-2000_03
특허 번호
US06043254

반응 노트

불러오는 중…