Benzaldehyde → HCID 6712635, 화합물

HRID 2075299노트

반응식

HRID 2075299 반응식
[CH2:1]([N:4]1[C:8](=[O:9])[CH2:7][NH:6][C:5]1=[S:10])[CH:2]=[CH2:3].[CH:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(N(CC)CC)C.Cl>O>[CH2:1]([N:4]1[C:8](=[O:9])[C:7](=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[NH:6][C:5]1=[S:10])[CH:2]=[CH2:3]

참가 물질

6

반응물 4

HCID 240BenzaldehydeHCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 3032418Hydantoin, 3-allyl-2-thioxo-

생성물 1

HCID 6712635HCID 6712635, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A flask equipped with a magnetic stirrer, condenser, and nitrogen pressure was charged with 3-allylthiohydantoin (15 g, 0.096 mol), water (90 mL), and benzaldehyde (10.2 g, 0.096 mol). As the mixture was stirred, triethylamine (19.4 g, 0.192 mol) was added slowly. After 18 hr, HPLC analysis indicated the absence of starting material, and the mixture was transferred to an Erlenmeyer flask. The mixture was stirred vigorously as 3 M hydrochloric acid was added dropwise until the pH reached 3 (65 mL). The mixture was stirred for an additional 90 min, and then the solid that had formed was collected by filtration. The still wet solid was resuspended in 100 mL of water, stirred for 30 min, and collected. After air drying, the orange solid weighed 18.4 g (79%). HPLC analysis indicated a purity of 95% at 215 nm. NMR (CDCl3) δ 9.3 (bs, 1H), 7.4 (s, 5H), 6.8 (s, 1H), 5.1-6.3 (m, 3H), 4.6 (d, 2H).

후처리

  1. customA flask equipped with a magnetic stirrer, condenser
  2. additionwas added dropwise until the pH
  3. stirringThe mixture was stirred for an additional 90 min
  4. customthe solid that had formed
  5. filtrationwas collected by filtration
  6. stirringstirred for 30 min
  7. customcollected
  8. customAfter air drying

출처 및 근거

ORD 기록
ord-31f81349e4524066a3f268c75c8c8479
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07919630B2

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