Acetonitrile → [1,2,4]thiadiazolo[3,4-b]quinazolin-5(1H)-one 2,2-dioxide

HRID 1199975ノート

反応式

HRID 1199975 の反応式
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6][C:5](=O)O[C:2]2=[O:3].CSC(=N)[NH:16][S:17]([CH2:20]Cl)(=[O:19])=[O:18].C(#[N:25])C>CN(C1C=CN=CC=1)C>[NH:16]1[C:5]2=[N:6][C:7]3[C:1]([C:2](=[O:3])[N:25]2[CH2:20][S:17]1(=[O:18])=[O:19])=[CH:11][CH:10]=[CH:9][CH:8]=3

参加物

5

反応物 3

HCID 6342AcetonitrileHCID 8359Isatoic AnhydrideHCID 178504066methyl N'-(chloromethylsulfonyl)carbamimidothioate

生成物 1

HCID 135740305[1,2,4]thiadiazolo[3,4-b]quinazolin-5(1H)-one 2,2-dioxide

試薬・触媒・溶媒 1

HCID 142844-(Dimethylamino)pyridine触媒

実験手順

To a stirred slurry of isatoic anhydride (3.10 g, 19 mmol) and S-methyl-N-(chloromethanesulfonyl)isothiourea (3.85 g, 19 mmol) in acetonitrile (30 ml) under nitrogen is added 4-(N,N-dimethylamino)pyridine (2.32 g, 19 mmol). The mixture is refluxed under nitrogen for 16 hr, concentrated, then worked up as in Example 4 above. Recrystallization from DMF provided the title compound as a white solid, mp >300° C. (1.32 g, 29%).

後処理

  1. temperatureThe mixture is refluxed under nitrogen for 16 hr
  2. concentrationconcentrated
  3. customRecrystallization from DMF

出典と根拠

ORDレコード
ord-a5279b57572f4b76995946eb087f0bc7
出典データセット
uspto-grants-1990_02
特許番号
US04904667

反応ノート

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