Formamide → 4-Chloroquinazoline

HRID 35834

반응식

HRID 35834 반응식
[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

참가 물질

6

반응물 4

HCID 713FormamideHCID 9210QuinazolineHCID 11008255Gold's ReagentHCID 178517962HCID 178517962, 화합물

생성물 1

HCID 788644-Chloroquinazoline

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-f16f3c2a2f8d4f759a391b79a9ed7598
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411963

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