4-Chloro-2-ethylaniline → Carbazole anilide

HRID 21362

반응식

HRID 21362 반응식
[CH2:1]([C:3]1[CH:9]=[C:8](Cl)[CH:7]=[CH:6][C:4]=1[NH2:5])[CH3:2].O[C:12]1C(C(OC2C=CC=CC=2)=O)=C[C:15]2[C:16]([CH:28]=1)=[C:17]1C(=CC=2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[NH:18]1.[OH:38]C1C(C(OC2C=CC=CC=2)=O)=CC2C(C=1)=C1C(=CC=2)C2C(=CC=C(F)C=2)N1.OC1C(C(OC2C=CC=CC=2)=O)=CC2C(C=1)=C1C(=CC=2)C2C(=CC=C(Cl)C=2)N1>>[C:16]1([C:17]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:38])[C:15]2[NH:5][C:4]3[C:3](=[CH:9][CH:8]=[CH:7][CH:6]=3)[C:1]=2[CH:2]=[CH:12][CH:28]=1

참가 물질

5

실험 절차

The reaction of an alkylamine, such as o-ethylaniline, with an acetic acid anhydride to form an acetanilide, such as 2'-ethylacetanilide. The resulting acetanilide can then be reacted with a hydrogen halide, such as hydrogen chloride, in the presence of hydrogen peroxide to form a halogenated product in the para position of the acetyl group, such as 2'-ethyl-4'-chloroacetanilide. The halogenated acetanilide can be hydrolyzed in an aqueous alcoholic solution of hydrochloric acid to form a halogenated o-ethylaniline, such as 2-ethyl-4-chloroaniline. This halogenated o-ethylaniline is then reaction with a phenyl 2-hydroxy-11H-benzo(a)carbazole-3-carboxylate derivatives, such as phenyl 2-hydroxy-8-fluoro-11H-benzo(a)carbazole-3-carboxylate, phenyl 2-hydroxy-8-chloro-11H-benzo(a)carbazole-3-carboxylate, or phenyl 2-hydroxy-11H-benzo(a)carbazole-3-carboxylate to form the corresponding carbazole anilide coupler such as 2-hydroxy-8-fluoro-11H-benzo(a)carbazole- 3-carbox-2'-ethyl-4'-chloroanilide, 2-hydroxy-8-chloro-11H-benzo(a)carbazole-3-carbox-2'-ethyl-4'-chloroanilide, 2-hydroxy-11H-benzo(a)carbazole-3-carbox-2'-ethyl-4'-chloroanilide, etc. These new carbazole anilide couplers can then be used to synthesize the trisazo pigments of the present invention.

출처 및 근거

ORD 기록
ord-8fda83d5a9fd45f8a0db307be1158d61
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05422211

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