Formamide → 4-Chloroquinazoline

HRID 35834

反応式

HRID 35834 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[N:3][CH:2]=1.C(N)=O.CN(C=NC=[N+](C)C)C.[Cl-:23].OC1C2C(=CC=CC=2)N=CN=1>O1CCOCC1>[Cl:23][C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[N:1]=[CH:2][N:3]=1

参加物

6

反応物 4

HCID 713FormamideHCID 9210QuinazolineHCID 11008255Gold's ReagentHCID 178517962HCID 178517962、化合物

生成物 1

HCID 788644-Chloroquinazoline

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Quinazoline starting materials are commercially available or readily prepared using conventional procedures. For example, 4-hydroxy quinazolines can be prepared from commercially available anthranilic acids via condensation with excess formamide at reflux (M. Endicott et al. J. Am. Chem. Soc., 1946, 68, 1299). Alternatively hydroxy quinazolines can be prepared in dioxane at reflux using Gold's reagent (J. Gipton; Correia, K.; Hertel, G. Synthetic Communications, 1984, 14, 1013). Once in hand, the 4-hydroxy quinazoline is chlorinated under standard conditions to provide 4-chloroquinazoline starting materials.

後処理

  1. customreadily prepared
  2. temperatureat reflux (M. Endicott et al. J. Am. Chem. Soc., 1946, 68, 1299)
  3. temperatureat reflux

出典と根拠

ORDレコード
ord-f16f3c2a2f8d4f759a391b79a9ed7598
出典データセット
uspto-grants-1995_05
特許番号
US05411963

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