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

HRID 260053

반응식

HRID 260053 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 δ5.25 (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-ea57072ad3954a2c9ebf159d151f9e64
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05525606

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