O-Cresol → 1-Methyl[cyclohexyl]-3-cyclohexyl[methyl]-5-(methoxy-carbonyl-methylene)-hydantoin

HRID 372162

反応式

HRID 372162 の反応式
CNC(N[CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=O.C1(C)C(O)=CC=CC=1.C(OC)(=O)/[CH:21]=[CH:22]\[C:23]([O:25][CH3:26])=[O:24].[CH3:30][N:31]1[CH2:37][C:35](=[O:36])[N:34]([CH:38]2[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]2)[C:32]1=[O:33].C1(N2CC(=O)N(C)C2=O)CCCCC1>>[CH3:30][N:31]1[C:37](=[C:22]([CH3:21])[C:23]([O:25][CH3:26])=[O:24])[C:35](=[O:36])[N:34]([C:38]2([CH:6]3[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]3)[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]2)[C:32]1=[O:33]

参加物

6

反応物 5

HCID 335O-CresolHCID 3083441-Cyclohexyl-3-methylureaHCID 15214611-Cyclohexyl-3-methylimidazolidine-2,4-dioneHCID 5271565Dimethyl maleateHCID 160931023-Cyclohexyl-1-methylimidazolidine-2,4-dione

生成物 1

HCID 706277891-Methyl[cyclohexyl]-3-cyclohexyl[methyl]-5-(methoxy-carbonyl-methylene)-hydantoin

実験手順

78 g of N-methyl-N'-cyclohexyl urea, 220 g of cresol and 72 g of dimethyl maleate were stirred at 185° C for one hour and then at 200° C for one hour. 15 g of methanol distilled over during this time. After fractional distillation, a main fraction boiling at 180°-185° C/0.08 Torr could be isolated. It consisted of an isomeric mixture of 1-methyl-3-cyclohexyl-hydantoin and 1-cyclohexyl-3-methylhydantoin but its exact composition could not be determined by gas chromatography.

後処理

  1. distillation15 g of methanol distilled over during this time
  2. distillationAfter fractional distillation
  3. customa main fraction boiling at 180°-185° C/0.08 Torr could be isolated

出典と根拠

ORDレコード
ord-71f239a28a5e4e13ac7d6c3ae3967c0a
出典データセット
uspto-grants-1978_05
特許番号
US04089860

関連ノート

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