Sodium Carbonate → HCID 20565165, compound

HRID 848395Notes

Reaction equation

HRID 848395 reaction equation
[C:1]([NH:4][C:5]1[CH:18]=[CH:17][C:8]([NH:9][CH2:10][CH2:11][NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[Na+].[Na+].[CH2:25]([OH:28])[CH2:26]Br>O>[C:1]([NH:4][C:5]1[CH:18]=[CH:17][C:8]([N:9]([CH2:26][CH2:25][OH:28])[CH2:10][CH2:11][NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 108982-BromoethanolHCID 20248673HCID 20248673, compound

Product 1

HCID 20565165HCID 20565165, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.037 mol (10 g) of 4-acetylamino-N-(β-mesylaminoethyl)-aniline is dissolved in 31 ml of boiling water. 7.4 g of sodium carbonate and 0.148 mol (18.5 g) of glycol bromohydrin are added, whilst stirring. After stirring for 4 hours in a boiling water bath, the reaction medium is filtered and the filtrate is then left to stand for 48 hours at 0° C. The 4-acetylamino-N-(β-hydroxyethyl)-N-(β-mesylaminoethyl)-aniline which has precipitated in crystalline form is filtered off. After recrystallisation from boiling water and drying in vacuo, the products melts at 118° C.

Workup

  1. stirringAfter stirring for 4 hours in a boiling water bath
  2. filtrationthe reaction medium is filtered
  3. waitthe filtrate is then left
  4. customThe 4-acetylamino-N-(β-hydroxyethyl)-N-(β-mesylaminoethyl)-aniline which has precipitated in crystalline form
  5. filtrationis filtered off
  6. customAfter recrystallisation
  7. customdrying in vacuo

Sources & evidence

ORD record
ord-0e39a43fc665425db3e9973ade2eb8f6
Source dataset
uspto-grants-1981_10
Patent number
US04295848

Reaction notes

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