Triphosgene → 6-Methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

HRID 877017ノート

反応式

HRID 877017 の反応式
[NH2:1][C:2]1[S:3][C:4]([CH3:10])=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].Cl[C:12](Cl)([O:14]C(=O)OC(Cl)(Cl)Cl)Cl>C1COCC1.O>[CH3:10][C:4]1[S:3][C:2]2[NH:1][C:12](=[O:14])[NH:9][C:7](=[O:8])[C:6]=2[CH:5]=1

参加物

5

反応物 2

HCID 94429TriphosgeneHCID 136257322-Amino-5-methylthiophene-3-carboxamide

生成物 1

HCID 127242076-Methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of Step 2 intermediate (16.5 g, 94.82 mmol) in dry THF (316 ml) was added triphosgene (14.07 g, 47.41 mmol) and the mixture was refluxed for overnight under nitrogen atmosphere. The mixture was cooled to room temperature and diluted with water (200 ml) under stirring. The solid precipitated out was collected by filtration and dried to give 13.8 g of the desired product; 1H NMR (300 MHz, DMSO-d6) δ 2.36 (s, 3H), 6.82 (s, 1H), 11.07 (br. s, 1H), 11.79 (br. s, 1H).

後処理

  1. temperaturethe mixture was refluxed for overnight under nitrogen atmosphere
  2. customThe solid precipitated out
  3. filtrationwas collected by filtration
  4. customdried

出典と根拠

ORDレコード
ord-29ce839f16be474a976c95bc9faa2150
出典データセット
uspto-grants-2015_03
特許番号
US08987278B2

反応ノート

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