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Carbon Dioxide → 3-isopropyl pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione

HRID 268335
ノート
印刷プレビュー

反応式

HRID 268335 の反応式
[C:1](=[O:3])=O.[NH2:4][C:5]1[N:16]=[CH:15][CH:14]=[CH:13][C:6]=1[C:7]([NH:9][CH:10]([CH3:12])[CH3:11])=[O:8].C(Cl)(Cl)=O>>[CH:10]([N:9]1[C:7](=[O:8])[C:6]2[CH:13]=[CH:14][CH:15]=[N:16][C:5]=2[NH:4][C:1]1=[O:3])([CH3:12])[CH3:11]
参加物実験手順出典と根拠反応ノート

参加物

4

反応物 3

HCID 280Carbon DioxideHCID 6371PhosgeneHCID 215514072-amino-N-isopropylnicotinamide

生成物 1

HCID 215335063-isopropyl pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione

実験手順

In addition to being useful as discussed above, acid anhydrides produced by the method of the invention are useful as intermediates for the production of pyrimidine diones which can be used as herbicides. For example, 3-azaisatoic anhydride can be dissolved in dimethylformamide and reacted with a substantially stoichiometric amount of isopropyl amine to produce 2-amino-N-isopropylnicotinamide. The reaction is conveniently conducted at a temperature of about 45°-50° until carbon dioxide evolution ceases. The 2-amino-N-isopropylnicotinamide can then be reacted with phosgene to produce 3-isopropyl pyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione. This reaction can be conducted under ambient pressure in p-dioxane as a solvent, preferably in the presence of triethylamine as an HCl absorber, at a temperature in the vicinity of 100°.

出典と根拠

ORDレコード
ord-a8b0326c92af46f987c4c14900358b7e
出典データセット
uspto-grants-1976_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03947442

反応ノート

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