Hydrochloric Acid → 3-Bromoacetyloxymethyl-5,5-diphenyl-2,4-imidazolidinedione

HRID 359865노트

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HRID 359865 반응식
[C:1]1([C:7]2([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[NH:11][C:10](=[O:12])[N:9]([CH2:13][OH:14])[C:8]2=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:22][CH2:23][C:24](Cl)=[O:25].Cl>C(OCC)C>[Br:22][CH2:23][C:24]([O:14][CH2:13][N:9]1[C:8](=[O:15])[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:11][C:10]1=[O:12])=[O:25]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 89602Bromoacetyl chlorideHCID 1613663-(Hydroxymethyl)phenytoin

생성물 1

HCID 147506983-Bromoacetyloxymethyl-5,5-diphenyl-2,4-imidazolidinedione

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
0 °C

실험 절차

5,5-Diphenyl-3-hydroxymethyl-2,4-imidazolidinedione (2 g, 0.0071 mol) was dissolved in bromoacetylchloride (15 g, 8 mL, 0.096 mol) by heating in an oil bath (70°-80° C. bath temperature) for about 15 minutes, until the formation of HCl ceased. The mixture was cooled and 30 mL of ethyl ether were added. White crystals formed. The mixture was cooled to 0° C., then the crystals were removed by filtration and dried over P2O5. Yield: 2.15 g (75%), m.p. 179°-183° C. Anal. calc. for C18H15N2O4Br: C, 53.61, H, 3.75; N, 6.95; Br, 19.82. Found: C, 53.60; H, 3.79; N, 6.92; Br, 19.90. The product had the formula: ##STR75##

후처리

  1. temperatureby heating in an oil bath (70°-80° C. bath temperature) for about 15 minutes
  2. temperatureThe mixture was cooled
  3. customWhite crystals formed
  4. customthe crystals were removed by filtration
  5. dry with materialdried over P2O5

출처 및 근거

ORD 기록
ord-3a825cfd58de44ef942f6ae2a49974a2
출처 데이터셋
uspto-grants-1991_03
특허 번호
US05002935

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