1-AMINOPYRROLE Chemical Properties

Melting point:

77-78 °C

Boiling point:

174

Density 

1,06 g/cm³

refractive index 

1.538

Flash point:

36 °C

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

pka

-2.35±0.70(Predicted)

form 

clear liquid

color 

Colorless to Orange to Green

InChI

InChI=1S/C4H6N2/c5-6-3-1-2-4-6/h1-4H,5H2

InChIKey

YNZAFFFENDLJQG-UHFFFAOYSA-N

SMILES

N1(N)C=CC=C1

Safety Information

Hazard Codes 

C

Risk Statements 

10-34-22

Safety Statements 

16-26-36-45-36/37/39

RIDADR 

2734

HS Code 

2933.99.9701

HazardClass 

8

PackingGroup 

Ⅲ

1-AMINOPYRROLE Usage And Synthesis

Uses

1H-Pyrrol-1-amine is used in preparation of reproducible and high-temp. thermosetting flame-retardant resin.

Synthesis

Step 2: Synthesis of 1H-pyrrol-1-amine To a solution of 2-(1H-pyrrol-1-yl)isoindoline-1,3-dione (3.5 g, 0.016 mmol) in methanol (35 mL) was added hydrazine monohydrate (1 mL, 0.021 mmol). The reaction mixture was heated to 65 °C and kept for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and filtered. The collected solid was washed with methanol, the filtrate was combined and concentrated to give a light yellow solid. The solid was ground with ether and then the organic solution was concentrated to give 1-aminopyrrole as a brown oil (1 g, 74% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 5.84 (t, J = 2.0 Hz, 2H), 5.86 (d, exchangeable with D2O, 2H), 6.62 (t, J = 2.0 Hz, 2H).

References

[1] Journal of Organic Chemistry, 2007, vol. 72, # 24, p. 9395 - 9397
[2] Patent: WO2012/125887, 2012, A1. Location in patent: Page/Page column 63
[3] Patent: WO2012/125886, 2012, A1. Location in patent: Page/Page column 73; 74
[4] Journal of Organic Chemistry, 1997, vol. 62, # 9, p. 2894 - 2906
[5] Patent: US2011/183983, 2011, A1. Location in patent: Page/Page column 24

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