Methylamine → Ethyl 4-methyl-2-(N'-methylureido)thiophene-3-carboxylate

HRID 1607520

反応式

HRID 1607520 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:12])[C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8].[CH2:13]([N:15]([CH2:18]C)CC)C.C(Cl)(Cl)=[O:21].CN>O1CCCC1>[CH3:12][C:5]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:2]([NH:1][C:13]([NH:15][CH3:18])=[O:21])[S:3][CH:4]=1

参加物

6

反応物 4

HCID 6329MethylamineHCID 6371PhosgeneHCID 8471TriethylamineHCID 521132Ethyl 2-amino-4-methylthiophene-3-carboxylate

生成物 1

HCID 15085569Ethyl 4-methyl-2-(N'-methylureido)thiophene-3-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred ice-cooled solution of ethyl 2-amino-4-methyl-thiophene-3-carboxylate (1,85 g, 10 mmole) and triethyl amine (1,4 ml, 10 mmol) in dry tetrahydrofuran (50 ml) was added dropwise a phosgene solution (11 mmol, in toluene). The mixture was thereafter heated to reflux for 30 min, then cooled to room temperature and exposed to a gaseous stream of methylamine for 5 min. After additional stirring for 15 min, the mixture was filtered and the filtrate was evaporated to give the title compound as white crystals.

後処理

  1. temperatureThe mixture was thereafter heated
  2. temperatureto reflux for 30 min
  3. filtrationthe mixture was filtered
  4. customthe filtrate was evaporated

出典と根拠

ORDレコード
ord-da50db23273a4eb0b833d8c5bb1271dc
出典データセット
uspto-grants-1989_09
特許番号
US04866065

関連ノート

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