Benzyl Alcohol → 2,4-Diamino-6-benzyloxy-s-triazine

HRID 565273

반응식

HRID 565273 반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4](Cl)[N:3]=1.[Na].[CH2:11]([OH:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4]([O:18][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:3]=1

참가 물질

4

반응물 3

HCID 244Benzyl AlcoholHCID 188311,3,5-Triazine-2,4-diamine, 6-chloro-HCID 5360545Sodium

생성물 1

HCID 351192,4-Diamino-6-benzyloxy-s-triazine

반응 조건

온도
130 °C

실험 절차

2,4-Diamino-6-chloro-s-triazine (2.25 g, 15.0 mmol) was added to a solution of sodium (0.43 g, 18.8 mmol) in benzyl alcohol (30 mL) under argon. The suspension was heated in a 130° C. oil bath for 3.5 h. The excess benzyl alcohol was removed under vacuum and the resulting solid was collected with the aid of benzene, and washed with water (100 mL): yield, 1.83 g (56%); mp 184-185° C. (lit. 186-188° C.; Wakabayashi et al. Nippon Dojo-Hiryogaku Zasshi, 41, 193-200 (1970) ); UV (pH 1) λmax 233 nm (sh) (ε=0.589×104); (pH 6.9) 238 (sh) (0.111×104); (pH 13) 240 (sh) (0.073×104); 1H NMR δ 5.25 (s, 2H, ArCH2), 6.63 (s, 4H, NH2, exchange with D2O), 7.30-7.42 (m, 5H, ArH); MS (EI) calcd. m/z for C10H11N5O 217.0963, found 217.0955.

후처리

  1. customThe excess benzyl alcohol was removed under vacuum
  2. customthe resulting solid was collected with the aid of benzene
  3. washwashed with water (100 mL)
  4. customyield
  5. custommp 184-185° C. (lit. 186-188° C.; Wakabayashi et al. Nippon Dojo-Hiryogaku Zasshi, 41, 193-200 (1970) )

출처 및 근거

ORD 기록
ord-3f96fc44c6f545669f7ea47262478a76
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172070B2

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