Calcium Carbonate → HCID 20446511, compound

HRID 980420Notes

Reaction equation

HRID 980420 reaction equation
[CH3:1][C:2]1[CH:8]=[C:7]([NH2:9])[C:6]([N+:10]([O-:12])=[O:11])=[CH:5][C:3]=1[NH2:4].C(=O)([O-])[O-].[Ca+2].Br.[Br:19][CH2:20][CH2:21][NH:22]C1C=CC=CC=1>O>[OH2:11].[BrH:19].[CH3:1][C:2]1[CH:8]=[C:7]([NH2:9])[C:6]([N+:10]([O-:12])=[O:11])=[CH:5][C:3]=1[NH:4][CH2:20][CH2:21][NH2:22]

Participants

5

Reactant 3

HCID 10112Calcium CarbonateHCID 54879441,4-Benzenediamine, 2-methyl-5-nitro-HCID 12606985N-(2-Bromoethyl)aniline--hydrogen bromide (1/1)

Product 1

HCID 20446511HCID 20446511, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

A suspension of 0.05 mol (8.35 g) of 2-methyl-4-amino-5-nitroaniline and 0.035 mol (3.5 g) of calcium carbonate in 100 ml of water are first heated on a boiling waterbath, while stirring. 0.07 mol (14.35 g) of β-bromoethylaniline hydrobromide dissolved in 20 ml of water is added a little at a time, while stirring. After the reaction mixture had been heated on a boiling waterbath for 2 hours, it is filtered hot. After the filtrate has been cooled at 0° C. for 24 hours, the expected product, which has crystallised in the form of the hydrobromide, is filtered off with suction. The crude product is washed with acetone and then recrystallised from boiling water. After filtering off with suction, washing with acetone and drying in vacuo, 2-methyl-4-amino-5-nitro-N-β-aminoethylaniline hydrobromide monohydrate is obtained.

Workup

  1. temperatureare first heated on a boiling waterbath
  2. additionis added a little at a time
  3. stirringwhile stirring
  4. temperatureAfter the reaction mixture had been heated on a boiling waterbath for 2 hours
  5. filtrationit is filtered hot
  6. customthe expected product, which has crystallised in the form of the hydrobromide
  7. filtrationis filtered off with suction
  8. washThe crude product is washed with acetone
  9. customrecrystallised
  10. filtrationAfter filtering off with suction
  11. washwashing with acetone
  12. customdrying in vacuo

Sources & evidence

ORD record
ord-1d6d37cbbd294421ac706d85e5488f94
Source dataset
uspto-grants-1987_01
Patent number
US04637821

Reaction notes

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