Triethylamine → 1-(Dichlorofluoromethylthio)-3-(3'-chloro-4'-methylphenyl)-imidazolidine-2,4-dione

HRID 1657459

반응식

HRID 1657459 반응식
[F:1][C:2]([Cl:6])([Cl:5])[S:3]Cl.[Cl:7][C:8]1[CH:9]=[C:10]([N:15]2[C:19](=[O:20])[CH2:18][NH:17][C:16]2=[O:21])[CH:11]=[CH:12][C:13]=1[CH3:14].C(N(CC)CC)C>C(OC(=O)C)C>[Cl:5][C:2]([Cl:6])([F:1])[S:3][N:17]1[CH2:18][C:19](=[O:20])[N:15]([C:10]2[CH:11]=[CH:12][C:13]([CH3:14])=[C:8]([Cl:7])[CH:9]=2)[C:16]1=[O:21]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 759261,1-Dichloro-1-fluoromethanesulfenyl chlorideHCID 214894803-(3'-Chloro-4'-methylphenyl)imidazolidine-2,4-dione

생성물 1

HCID 214894771-(Dichlorofluoromethylthio)-3-(3'-chloro-4'-methylphenyl)-imidazolidine-2,4-dione

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매3회

실험 절차

23.8 g of fluorodichloromethanesulphenyl chloride in 100 ml of acetic acid ethyl ester is added dropwise within 20 minutes at -10°C, with vigorous stirring, to a suspension of 22.5 g of 3-(3'-chloro-4'-methylphenyl)imidazolidine-2,4-dione in 400 ml of acetic acid ethyl ester, and after one hour there is also added dropwise, at 0°C in the course of 10 minutes, 14.2 g of triethylamine in 100 ml of acetic acid ethyl ester; the cooling bath is subsequently removed and stirring is continued for 3 hours at room temperature. The triethylamine hydrochloride that has precipitated is filtered off and then washed with 100 ml of acetic acid ethyl ester; the solvent is evaporated off in vacuo to obtain, after recrystallisation in methanol, Compound No. 1 which melts at 166° - 167°C.

후처리

  1. customthe cooling bath is subsequently removed
  2. customThe triethylamine hydrochloride that has precipitated
  3. filtrationis filtered off
  4. washwashed with 100 ml of acetic acid ethyl ester
  5. customthe solvent is evaporated off in vacuo
  6. customto obtain
  7. customafter recrystallisation in methanol

출처 및 근거

ORD 기록
ord-d07cb8d2e1b64b3aaa8d0f6fa94b79ae
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03960883

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