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

HRID 2270993

反応式

HRID 2270993 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
130 °C

実験手順

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) 1max 233 nm (sh) (e=0.589×104); (pH 6.9) 238 (sh) (0.111×104); (pH 13) 240 (sh) (0.073×104); 1H NMR d 5.25 (s, 2 H, ArCH2), 6.63 (s, 4 H, NH2, exchange with D2O), 7.30-7.42 (m, 5 H, ArH); MS (EI) calcd. m/z for C10H11N5O 217.0963, found 217.0955.

後処理

  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))

出典と根拠

ORDレコード
ord-ffa74face3fb4b179c7f21ed2a191d84
出典データセット
uspto-grants-2001_12
特許番号
US06333331B1

関連ノート

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