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

HRID 1974355ノート

反応式

HRID 1974355 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3b2f296b83414638add951e16676fec6
出典データセット
uspto-grants-1976_12
特許番号
US04000303

反応ノート

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