BENZANILIDE

BENZANILIDE Basic information

Product Name:	BENZANILIDE
Synonyms:	N-PHENYLBENZAMIDE;N-BENZOYLANILINE;BENZANILIDE;Benzamide, N-phenyl-;Benzamide,N-phenyl-;Benzanilid;Benzoic acid anilide;Benzoylanilide
CAS:	93-98-1
MF:	C13H11NO
MW:	197.23
EINECS:	202-292-7
Product Categories:	Pharmaceutical Intermediates;1
Mol File:	93-98-1.mol

BENZANILIDE Chemical Properties

Melting point	161-163 °C(lit.)
Boiling point	117 °C10 mm Hg(lit.)
density	1,315 g/cm³
refractive index	1.6050 (estimate)
Fp	117°C/10mm
storage temp.	Store below +30°C.
solubility	H2O: insoluble
pka	13.52±0.70(Predicted)
form	Powder
Colour Index	42095
color	Grayish to yellow-green
Water Solubility	Insoluble
Merck	14,1061
BRN	1102980
CAS DataBase Reference	93-98-1(CAS DataBase Reference)
NIST Chemistry Reference	N-Phenylbenzoic acid amide(93-98-1)
EPA Substance Registry System	Benzanilide (93-98-1)

Safety Information

Hazard Codes	Xn
Risk Statements	20/21/22-36/37/38
Safety Statements	22-24/25-36-26
WGK Germany	3
TSCA	Yes
HS Code	29242990

MSDS Information

Provider	Language
SigmaAldrich	English
ACROS	English
ALFA	English

BENZANILIDE Usage And Synthesis

Chemical Properties	greyish to yellow-green powder
Uses	manufacture of dyes and perfumes.
Uses	Benzanilide is used to make dyes, active pharmaceutical ingredients and perfumes. It is also used to study the influence of beta-cyclodextrin on photorearrangement of acetanilide, benzanilide and ethyl phenyl carbonate. Further, it is used as an amide model compound to study the reaction between the amide and epoxy. In addition to this, it reacts with aryltriflates in the presence of palladium-based catalyst system to get N-(2,6-diarylbenzoyl)anilines.
Synthesis Reference(s)	Journal of Heterocyclic Chemistry, 24, p. 187, 1987 DOI: 10.1002/jhet.5570240135 The Journal of Organic Chemistry, 20, p. 1482, 1955 DOI: 10.1021/jo01128a004 Tetrahedron Letters, 31, p. 1063, 1990 DOI: 10.1016/S0040-4039(00)94431-9
General Description	Benzanilide undergoes diarylation with aryl triflates or bromides in the presence of a palladium-based catalyst system to form corresponding N-(2,6-diarylbenzoyl)anilines. It is used in manufacture of dyes and perfumes.
Purification Methods	Crystallise benzanilide from pet ether (b 70-90o) using a Soxhlet extractor, and dry it overnight at 120o. Also crystallise it from EtOH. [Beilstein 12 IV 417.]

BENZANILIDE Preparation Products And Raw materials

Raw materials	Ethanol-->Sodium hydroxide-->Hydrochloric acid-->Ethyl acetate-->Methanol-->Dichloromethane-->Triethylamine-->Ammonia-->Acetonitrile-->Aniline-->Ethylenediamine-->Benzoyl chloride-->Acetaldehyde-->Benzenesulfenamide,N-phenyl--->Phenylsulfenylchloride
Preparation Products	2-Methyl-5-nitroimidazole-->Pigment Red 32-->Metronidazole-->FAST BLUE BB SALT-->4-(Dimethylamino)benzophenone-->Direct Green 89-->Direct Blending Brown D-RS-->Direct Dark Brown NM-->Direct Bordeaux NGB-->Direct Black 166-->N-BOC ANILINE

NAPHTHOL AS-BI PHOSPHATE 5-CHLOROSALICYLANILIDE Phthalylsulfathiazole BENZANILIDE 4-CHLOROBENZANILIDE N-(2,3-Dihydro-2-oxo-1H-benzimidazol-5-yl)-3-hydroxy-2-naphthalenecarboxamide 5,6,11,12-TETRAHYDRODIBENZ[B,F]AZOCIN-6-ONE N N'-BIS(2 5-DI-T-BU-PHENYL)-3 4 9 10- Fast Blue BB 10,11-DIHYDRODIBENZ[B,F][1,4]OXAZEPIN-11-ONE FAST RED VIOLET LB BASE 2-CHLORO-4-BENZAMIDO-5-METHYLBENZENE DIA FAST BLUE RR SALT N-Phenylbenzohydroxamic acid NAPHTHOL AS ACETATE CI 37155 Salicylanilide XYLIDYL BLUE I SODIUM SALT

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