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4,4'-Diaminobenzanilide

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CAS:785-30-8
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CAS:785-30-8
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CAS:785-30-8
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  • 2026-01-23
  • CAS:785-30-8
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  • CAS:785-30-8
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Related articles

4,4'-Diaminobenzanilide Basic information
Product Name:4,4'-Diaminobenzanilide
Synonyms:4,4-DIAMINOBENZOYLANILIDE;4,4 DIAMINO BENZANILIDE;DABA;DIAMINOBENZANILIDE(4,4'-);4,4’-diaminobenzanllide;4,4'-diaMinobenzene anilide;4-amino-n-(4-aminophenyl)-benzamid;Benzamide,4-amino-N-(4-aminophenyl)-
CAS:785-30-8
MF:C13H13N3O
MW:227.26
EINECS:212-321-5
Product Categories:Intermediates of Dyes and Pigments;Anilines, Aromatic Amines and Nitro Compounds;Amine Monomers;Monomers;Primary Amines;785-30-8
Mol File:785-30-8.mol
4,4'-Diaminobenzanilide Structure
4,4'-Diaminobenzanilide Chemical Properties
Melting point 205-207 °C(lit.)
Boiling point 384.0±27.0 °C(Predicted)
density 1.314±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
Water Solubility Practically insoluble in water
pka13.99±0.70(Predicted)
form powder to crystal
color White to Brown
BRN 2215469
InChIInChI=1S/C13H13N3O/c14-10-3-1-9(2-4-10)13(17)16-12-7-5-11(15)6-8-12/h1-8H,14-15H2,(H,16,17)
InChIKeyXPAQFJJCWGSXGJ-UHFFFAOYSA-N
SMILESC(NC1=CC=C(N)C=C1)(=O)C1=CC=C(N)C=C1
CAS DataBase Reference785-30-8(CAS DataBase Reference)
EPA Substance Registry SystemBenzamide, 4-amino-N-(4-aminophenyl)- (785-30-8)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
TSCA TSCA listed
HS Code 29214200
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
4,4'-Diaminobenzanilide English
ACROS English
SigmaAldrich English
ALFA English
4,4'-Diaminobenzanilide Usage And Synthesis
Chemical Propertiesoff-white to grey-beige powder
Uses4,4'-Diaminobenzanilide (DABA) is an organic compound that is used as an intermediate in the synthesis of various dyes, pigments, and other organic compounds used in the textile and printing industries. It is also used as a intermediate in the synthesis of certain types of pharmaceuticals and agrochemicals.
Synthesis
4,4'-dinitrobenzanilide

6333-15-9

4,4'-Diaminobenzanilide

785-30-8

1. 30 g of 4,4'-dinitrobenzanilide obtained in step 1, 150 mL of N,N'-dimethylformamide and 0.8 g of 3 wt% palladium-carbon catalyst were added to an autoclave. The hydrogenation reaction was carried out at a hydrogen pressure of 0.8±0.1 MPa and a temperature of 100±1 °C until the reaction was complete. Upon completion of the reaction, the reaction mixture was filtered and the solvent was evaporated under vacuum to obtain the crude 4,4'-diaminobenzanilide. 2. The crude 4,4'-diaminobenzanilide obtained in step 2 was added to an autoclave with 100 g of n-butanol and 0.96 g of activated carbon, and nitrogen was passed through for three times to ensure that a positive pressure was maintained in the autoclave. Subsequently, the temperature was raised to 135±1 °C and stirred for 20 min. The filtrate was filtered under nitrogen protection, the filtrate was cooled to 25±1 °C, filtered again and dried. Finally, 22.8 g of electronic grade 4,4'-diaminobenzanilide in the form of white crystalline powder was obtained in 96.1% yield and 99.7% purity (HPLC).

References[1] Patent: CN108329224, 2018, A. Location in patent: Paragraph 0013; 0015-0017; 0026; 0028-0030
[2] Journal of the Serbian Chemical Society, 2011, vol. 76, # 2, p. 177 - 188
[3] ChemMedChem, 2014, vol. 9, # 3, p. 590 - 601
[4] Journal fuer Praktische Chemie (Leipzig), 1958, vol. <4> 6, p. 14,16
[5] Bl. Fac. Eng. Hiroshima Univ., 1956, vol. 5, p. 311,312
Tag:4,4'-Diaminobenzanilide(785-30-8) Related Product Information
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