2,4-Dimethyl-5-nitroaniline → 4,6-Diamino-1,3-m-xylene

HRID 1702118

반응식

HRID 1702118 반응식
[CH3:1][C:2]1[CH:8]=[C:7]([CH3:9])[C:6]([N+:10]([O-])=O)=[CH:5][C:3]=1[NH2:4]>[Ni]>[CH3:9][C:7]1[CH:8]=[C:2]([CH3:1])[C:3]([NH2:4])=[CH:5][C:6]=1[NH2:10]

참가 물질

3

반응물 1

HCID 2280072,4-Dimethyl-5-nitroaniline

생성물 1

HCID 8543864,6-Diamino-1,3-m-xylene

시약·촉매·용매 1

HCID 935Nickel촉매

실험 절차

2,4-Dimethyl-5-nitroaniline was reduced in the presence of Raney nickel utilizing substantially the same conditions described in Example 2 to form 2,4-dimethyl-1,5-phenylenediamine and that compound was sulfonated under the conditions of Example 3. The resulting 5-amino-2,4-dimethyltrifluoromethanesulfonanilide (10.72 g., 40 mmole) was dissolved in 1,2-dichloroethane (60 ml.), and the solution was cooled to a temperature of 0° to 5° C. To this solution was slowly added chloroacetyl chloride (10.16 g., 90 mmole). The solution was then heated at its reflux temperature for 10 hours. Hexane (100 ml.) was added to the hot reaction mixture, the reaction mixture was then filtered while hot, and the solid product was collected upon crystallization, m.p. 170°-172° C.

출처 및 근거

ORD 기록
ord-dbfa320bc8484429ac102e8170223ec7
출처 데이터셋
uspto-grants-1983_04
특허 번호
US04380464

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