N-Acetylanthranilic acid

N-Acetylanthranilic acid Basic information

Product Name:	N-Acetylanthranilic acid
Synonyms:	2-(acetylamino)-benzoicaci;2-carboxyacetanilide;acetylanthranilicacid;Lappaconiticacid;n-acetylaminobenzoicacid;n-acetyl-anthranilicaci;N-Acetylanthranilic acid~2-Carboxyacetanilide;N-Acetylanthranilic acid;2-Acetamidobenzoic acid
CAS:	89-52-1
MF:	C9H9NO3
MW:	179.17
EINECS:	201-914-4
Product Categories:	Pharmaceutical Intermediate;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;API intermediates
Mol File:	89-52-1.mol

N-Acetylanthranilic acid Chemical Properties

Melting point	184-187 °C(lit.)
Boiling point	311.69°C (rough estimate)
density	1.2822 (rough estimate)
refractive index	1.5600 (estimate)
solubility	DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 0.5 mg/ml
pka	pK1: 3.63 (25°C)
form	A crystalline solid
Water Solubility	slightly soluble
BRN	880371
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference	89-52-1(CAS DataBase Reference)
EPA Substance Registry System	Benzoic acid, 2-(acetylamino)- (89-52-1)

Safety Information

Hazard Codes	Xn,Xi
Risk Statements	22-36/37/38
Safety Statements	36-37/39-26
WGK Germany	3
RTECS	CB2455000
Hazard Note	Irritant
TSCA	Yes
HS Code	29242300
Toxicity	LD50 orl-mus: 1114 mg/kg FRPSAX 38,847,83

MSDS Information

Provider	Language
N-Acetylanthranilic acid	English
SigmaAldrich	English
ALFA	English

N-Acetylanthranilic acid Usage And Synthesis

Chemical Properties	solid
Definition	ChEBI: An amidobenzoic acid consisting of anthranilic acid carrying an N-acetyl group.
Synthesis Reference(s)	The Journal of Organic Chemistry, 46, p. 4614, 1981 DOI: 10.1021/jo00335a075 Tetrahedron Letters, 23, p. 4473, 1982 DOI: 10.1016/S0040-4039(00)85631-2
Safety Profile	Moderately toxic by ingestion.When heated to decomposition it emits toxic vapors ofNOx.
Purification Methods	Wash the acid with distilled H2O and recrystallise it from aqueous AcOH, dry it and recrystallise again from EtOAc. Also recrystallise it from water or EtOH. UV: max 221, 252 and 305nm (EtOH). The amide crystallises from aqueous EtOH and has m 186-187o and max 218, 252 and 301nm. [Chattaway J Chem Soc 2495 1931, Walker J Am Chem Soc 77 6698 1955, Beilstein 14 H 337, 14 I 540, 14 II 219, 14 III 922.]

N-Acetylanthranilic acid Preparation Products And Raw materials

Raw materials	Anthranilic acid-->3-ethyl-2-Methyl-1H-indole-->N-(2-formylphenyl)acetamide-->METHYL 2-ACETAMIDOBENZOATE-->N,N-DIMETHYLOXAMICACID -->2'-BROMOACETANILIDE-->4'-Bromoacetanilide-->2-Methylindole-3-carboxaldehyde-->2,3-Dimethylindole-->2-Azidobenzoic acid-->2-ACETAMIDO-5-BROMOBENZOIC ACID-->carbon monoxide-->Acetanilide
Preparation Products	METHAQUALONE-->Etaqualone-->2-METHYL-4(3H)-QUINAZOLINONE-->2-METHYL-3,1-BENZOXAZA-4-ONE

2-(2-CHLORO-ACETYLAMINO)-BENZOIC ACID Methyl anthranilate Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid 2-(2-CYANO-ACETYLAMINO)-BENZOIC ACID 4-Aminobenzoic acid 5-(OCTADECANOYLAMINO)FLUORESCEIN 4-Acetamidobenzaldehyde N-Acetylanthranilic acid Folic acid Glycine 2-(2-Chloro-acetylamino)-benzoic acid methyl ester phosphoric acid Anthranilic acid 2-ACETAMIDOFLUORENE p-Acetylamino benzoic acid 2-(3-CARBOXYPROP-2-ENOYLAMINO)BENZOIC ACID Citric acid

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