| Identification | Back Directory | [Name]
4-broMo-N1-Methylbenzene-1,2-diaMine | [CAS]
69038-76-2 | [Synonyms]
5-bromo-2-(methylamino)aniline
4-broMo-N1-Methylbenzene-1,2-diaMine
4-Bromo-N1-methyl-1,2-benzenediamine
4-Bromo-1-N-methylbenzene-1,2-diamine
1,2-Benzenediamine, 4-bromo-N1-methyl-
tert-butyl 3-allyl-3-hydroxyazetidine-6-carboxylate | [Molecular Formula]
C7H9BrN2 | [MDL Number]
MFCD10693151 | [MOL File]
69038-76-2.mol | [Molecular Weight]
201.06 |
| Chemical Properties | Back Directory | [Boiling point ]
298.2±30.0 °C(Predicted) | [density ]
1.578±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [pka]
5.48±0.11(Predicted) | [Appearance]
Light brown to brown Solid | [InChI]
InChI=1S/C7H9BrN2/c1-10-7-3-2-5(8)4-6(7)9/h2-4,10H,9H2,1H3 | [InChIKey]
JGXCXQPNYWBAGW-UHFFFAOYSA-N | [SMILES]
C1(NC)=CC=C(Br)C=C1N |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-bromo-N1-methylbenzene-1,2-diamine from 4-bromo-N-methyl-2-nitroaniline: to a solution of 4-bromo-N-methyl-2-nitroaniline (2.1 g, 9 mmol) in methanol (MeOH, 50 mL) was added iron powder (Fe, 2.5 g, 45 mmol) and ammonium chloride (NH4Cl, 4.8 g, 90 mmol). The reaction mixture was stirred at 80 °C for 4 hours. After completion of the reaction, the mixture was poured into water (H2O, 60 mL) and extracted with ethyl acetate (EA, 40 mL × 2). The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give 4-bromo-N1-methylbenzene-1,2-diamine (2.0 g, 99% yield) as a yellow solid.LC-MS m/z: 203.1 [M + H]+. Retention time (tR) = 1.64 min. | [References]
[1] Patent: WO2017/176960, 2017, A1. Location in patent: Paragraph 00743
[2] Patent: WO2012/119046, 2012, A2. Location in patent: Page/Page column 207
[3] Patent: WO2014/140075, 2014, A1. Location in patent: Page/Page column 231-232
[4] Patent: US6200976, 2001, B1
[5] Tetrahedron Letters, 2002, vol. 43, # 41, p. 7303 - 7306 |
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