Water → HCID 131717099, compound

HRID 1460904Notes

Reaction equation

HRID 1460904 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1.[CH3:9][CH:10]([O:13][C:14]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=1)=[O:15])[C:11]#[CH:12].O>CN1CCCC1=O>[CH3:9][CH:10]([O:13][C:14]([NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=1)=[O:15])[C:11]#[CH:12].[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[C:3]([NH2:7])[CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7935M-PhenylenediamineHCID 16073Chlorbufam2×

Product 1

HCID 131717099HCID 131717099, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent2×

Procedure

In a round bottom flask with dropping funnel, stirrer and nitrogen inlet, 41.52 g of m-phenylenediamine (MPD) in 400 ml of dry N-methyl-2-pyrrolidone (NMP) is stirred under nitrogen at room temperature as all but 5 ml of a solution of 100.3 g of BIPC in 60 ml of NMP is added over two minutes. The solution is stirred for 15 minutes as the temperature rises to 85° C. The remaining BIPC solution then is added at a rate of about 1 ml/10 minutes while stirring. The resulting viscous solution is blended at high speed within 2 liters of hot water (50° C.) to precipitate the BIPC/MPD polyamide polymer into a suspension. The polymer suspension is filtered and washed extensively with water, and then methanol. Air and oven-drying (150 C/vacuum) yielded 112.3 g of BIPC/MPD polyamide; n inh =1.18 dL/g (NMP).

Workup

  1. customIn a round bottom flask with dropping
  2. additionis added over two minutes
  3. customrises to 85° C
  4. stirringwhile stirring
  5. customto precipitate the BIPC/MPD polyamide polymer into a suspension
  6. filtrationThe polymer suspension is filtered
  7. washwashed extensively with water
  8. customAir and oven-drying (150 C/vacuum)

Sources & evidence

ORD record
ord-f2b65a3629ec4a5f860032b1c1ea193f
Source dataset
uspto-grants-1991_12
Patent number
US05073176

Reaction notes

Loading…