Potassium Carbonate → HCID 20340108, compound

HRID 1395086Notes

Reaction equation

HRID 1395086 reaction equation
[CH3:1][O:2][C:3]([NH:5][C:6]1[CH:7]=[C:8]([O:12][C:13](Cl)=[O:14])[CH:9]=[CH:10][CH:11]=1)=[O:4].C(=O)([O-])[O-].[K+].[K+].Cl.[Cl:23][CH2:24][CH2:25][NH:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>O>[CH3:1][O:2][C:3]([NH:5][C:6]1[CH:7]=[C:8]([O:12][C:13](=[O:14])[N:26]([CH2:25][CH2:24][Cl:23])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:9]=[CH:10][CH:11]=1)=[O:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12564271N-(2-Chloroethyl)aniline--hydrogen chloride (1/1)HCID 537699103-[(Methoxycarbonyl)amino]phenyl carbonochloridate

Product 1

HCID 20340108HCID 20340108, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A solution of 22.9 g of chloroformic acid-3-methoxycarbonylaminophenylester in 50 ml acetic acid ester is added dropwise together with a solution of 30.5 g potassium carbonate in 150 ml water at a temperature of 10° to 15° C. into a solution of 23 g N-(2-chloroethyl)-aniline hydrochloride in 50 ml water and 50 ml acetic acid ester. During the addition the solutions are stirred. The stirring is then continued for 30 minutes at 15° C. whereupon the organic phase is separated, diluted with about 100 ml acetic acid ester and washed at 0° C. successively with dilute sodium hydroxide, water, dilute hydrochloric acid and again water. After drying on magnesium sulfate the mass is concentrated by evaporation under a reduced pressure. The residue obtained is at first oily but soon crystallizes throughout and is then recrystallized from acetic acid ester/pentane.

Workup

  1. additionDuring the addition the solutions
  2. customis separated
  3. additiondiluted with about 100 ml acetic acid ester
  4. washwashed at 0° C. successively with dilute sodium hydroxide, water, dilute hydrochloric acid and again water
  5. customAfter drying on magnesium sulfate the mass
  6. concentrationis concentrated by evaporation under a reduced pressure
  7. customThe residue obtained
  8. customsoon crystallizes throughout and
  9. customis then recrystallized from acetic acid ester/pentane

Sources & evidence

ORD record
ord-6fb36aa7feeb42eeaf114fab64b410b0
Source dataset
uspto-grants-1980_05
Patent number
US04202684

Reaction notes

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