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19353-92-5

19353-92-5 Structure

19353-92-5 Structure
IdentificationMore
[Name]

4-DIMETHYLAMINOBENZHYDRAZIDE
[CAS]

19353-92-5
[Synonyms]

4-(DIMETHYLAMINO)BENZENE-1-CARBOHYDRAZIDE
4-DIMETHYLAMINOBENZHYDRAZIDE
4-DIMETHYLAMINO-BENZOIC ACID HYDRAZIDE
4-(N,N-DIMETHYLAMINO)BENZHYDRAZIDE
AKOS BC-1518
LABOTEST-BB LT00454413
4-Dimethylaminobenzohydrazide
Benzoic acid, 4-(dimethylamino)-, hydrazide
p-(dimethylamino)benzohydrazide
4-Dimethylaminobenzhydrazide, 98+%
NISTC19353925
[EINECS(EC#)]

242-985-1
[Molecular Formula]

C9H13N3O
[MDL Number]

MFCD00014761
[Molecular Weight]

179.22
[MOL File]

19353-92-5.mol
Questions And AnswerBack Directory
[Synthesis]

4-DIMETHYLAMINOBENZHYDRAZIDE can be obtained by first preparing ethyl p-dimethylaminobenzoate from ethyl p-aminobenzoate, and then hydrolyzing it with hydrazine hydrate. Literature reports that it can be used to prepare a permanently charged hydrazine-based sugar label.

Synthesis of 19353-92-5

a. Weigh 1g of ethyl p-aminobenzoate into a two-necked round-bottom flask, add 40ml of acetone to dissolve it, then add 3.6g of anhydrous potassium carbonate and 14.1g of iodomethane. The reaction is carried out under nitrogen protection at 80℃ with stirring and reflux for 24 hours. After the reaction is completed, filter the reaction solution, take the filtrate, extract with dichloromethane, remove water from the organic phase with magnesium sulfate, filter out the magnesium sulfate, evaporate and concentrate, and separate and purify the product by column chromatography (mobile phase dichloromethane:methanol = 20:1) to obtain product A.
b. Add 80% hydrazine hydrate to product A at a molar ratio of 1:20, using 95% ethanol as the solvent. The reaction is carried out under nitrogen protection at 90°C under reflux. After the reaction is complete, purify by column chromatography (mobile phase: dichloromethane:methanol = 20:1) to obtain product B, namely 4-DIMETHYLAMINOBENZHYDRAZIDE.

[Uses]

p-Dimethylaminobenzoylhydrazide is an organic intermediate.
Chemical PropertiesBack Directory
[Melting point ]

174-175°C
[density ]

1.156
[form ]

crystals
[pka]

13.12±0.10(Predicted)
[color ]

Pale brown
[BRN ]

2210856
[InChI]

InChI=1S/C9H13N3O/c1-12(2)8-5-3-7(4-6-8)9(13)11-10/h3-6H,10H2,1-2H3,(H,11,13)
[InChIKey]

UBSSYVLPIDYZJC-UHFFFAOYSA-N
[SMILES]

C(NN)(=O)C1=CC=C(N(C)C)C=C1
[CAS DataBase Reference]

19353-92-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[HazardClass ]

IRRITANT
[HS Code ]

2922498590
Spectrum DetailBack Directory
[Spectrum Detail]

4-DIMETHYLAMINOBENZHYDRAZIDE(19353-92-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-(dimethylamino)benzene-1-carbohydrazide(19353-92-5)
[Alfa Aesar]

4-Dimethylaminobenzhydrazide, 98+%(19353-92-5)
[Sigma Aldrich]

19353-92-5(sigmaaldrich)
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