Ammonia → Benzonitrile, 3-(aminomethyl)-

HRID 1243957

반응식

HRID 1243957 반응식
[H][H].[C:3](#[N:12])[C:4]1[CH:11]=[CH:10][CH:9]=[C:6]([C:7]#[N:8])[CH:5]=1.C(C1C=C(C=CC=1)C(N)=O)#N.C(C1C=C(C=CC=1)C(O)=O)#N.N.[OH-].[Na+]>[Pd]>[C:7]([C:6]1[CH:5]=[C:4]([CH:11]=[CH:10][CH:9]=1)[CH2:3][NH2:12])#[N:8]

참가 물질

8

반응물 6

HCID 222AmmoniaHCID 12276IsophthalonitrileHCID 14798Sodium HydroxideHCID 158753-Cyanobenzoic acidHCID 769743-CyanobenzamideHCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 457594Benzonitrile, 3-(aminomethyl)-

시약·촉매·용매 1

HCID 23938Palladium촉매2회

반응 조건

온도
50 °C

실험 절차

A commercially available activated carbon-supported palladium catalyst “PDC-3000” available from Toyo C.C.I. Co., Ltd. (supported palladium: 3% by weight) was activated by reduction with hydrogen. A 100-ml autoclave was successively charged with 3.0 g of the activated catalyst, 12.8 g of isophthalonitrile containing as impurities 3.42% by weight of 3-cyanobenzamide and 0.24% by weight of 3-cyanobenzoic acid, 37 g of liquid ammonia, and 0.1 g of sodium hydroxide. Then, hydrogen was introduced into the autoclave to increase the inner pressure to 20 MPa (gauge). The concentration in the reaction solution was 0.877% by weight for the benzamide compound and 0.062% by weight for the benzoic acid compound. The autoclave was shaken at 50° C. for 30 min. The gas chromatographic analysis on the reaction product solution showed that the conversion of isophthalonitrile was 92.0 mol %, the yields of 3-cyanobenzylamine was 54.3 mol %, and the yield of m-xylylenediamine was 4.2 mol %. The by-products were substantially high-boiling substances.

후처리

  1. temperatureto increase the inner pressure to 20 MPa (gauge)
  2. concentrationThe concentration in the reaction solution

출처 및 근거

ORD 기록
ord-38a9f32f63804f6b86f1ed09d09dcd97
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07119230B2

연결된 노트

불러오는 중…