3-Pyridinecarbonyl chloride, hydrochloride (1:1) → (3-Pyridinyl) (1,2,3,4-tetrahydro-2-thioxo-6-quinazolinyl)methanone

HRID 1588075ノート

反応式

HRID 1588075 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[NH:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][NH:7][C:6]1=[S:15].Cl.[N:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23](Cl)=[O:24])[CH:18]=1>CN(C)C=O>[N:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([C:11]2[CH:10]=[C:9]3[C:14](=[CH:13][CH:12]=2)[NH:5][C:6](=[S:15])[NH:7][CH2:8]3)=[O:24])[CH:18]=1

参加物

5

反応物 3

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 36448543,4-dihydro-1H-quinazoline-2-thioneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 86745018(3-Pyridinyl) (1,2,3,4-tetrahydro-2-thioxo-6-quinazolinyl)methanone収率 82%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

106 Parts of N,N-dimethylformamide were added dropwise to 650 parts of aluminum chloride and the solution was stirred for 15 min at 75° C. There were added portionwise 112 parts of 3,4-dihydro-2(1H)-quinazolinethione and, after stirring for 15 min at 75° C., 136 parts of 3-pyridinylcarbonyl chloride hydrochloride. Stirring at 75° C. was continued overnight and then the mixture was poured into 2500 parts of ice-water. The precipitate was filtered off and stirred for 13 hours in a mixture of ice-water and 1530 parts of a sodium hydroxide solution 50%. The product was filtered off, washed with water and dried, yielding 150 parts (82%) of (3-pyridinyl) (1,2,3,4-tetrahydro-2-thioxo-6-quinazolinyl)methanone; (decomp.) (interm. 54).

後処理

  1. stirringafter stirring for 15 min at 75° C.
  2. stirringStirring at 75° C.
  3. waitwas continued overnight
  4. filtrationThe precipitate was filtered off
  5. stirringstirred for 13 hours in a mixture of ice-water and 1530 parts of a sodium hydroxide solution 50%
  6. filtrationThe product was filtered off
  7. washwashed with water
  8. customdried

出典と根拠

ORDレコード
ord-f6026eaef64646ceb351de02deff5b6b
出典データセット
uspto-grants-1993_06
特許番号
US05220023

反応ノート

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