Dichloromethane → HCID 7406921, compound

HRID 1410191Notes

Reaction equation

HRID 1410191 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[NH:13][CH3:14])[C:7]([OH:9])=O)([O-:3])=[O:2].C(Cl)Cl.ClC(N(C)C)=C(C)C.[Br:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1>N1C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[NH:13][CH3:14])[C:7]([NH:31][C:30]1[CH:32]=[CH:33][C:27]([Br:26])=[CH:28][CH:29]=1)=[O:9])([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 78074-BromoanilineHCID 2834754-(Methylamino)-3-nitrobenzoic acidHCID 6407921-Chloro-N,N-2-trimethylpropenylamine

Product 1

HCID 7406921HCID 7406921, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 3-Nitro-4-methylaminobenzoic acid (196 mg, 1.00 mmol), 20 ml DCM, 0.15 ml pyridine and 160 mg 1-Chloro-N,N,2-trimethylprop-1-enylamine was stirred until a clear solution was obtained. 4-Bromoaniline (172 mg, 1.0 mmol) was added and the mixture was stirred for 16 h. The mixture was filtered through a pad of ALOX B and concentrated. 5 ml DMF and 20 ml H2O were added and the precipitate was collected and dried. Yield: 240 mg (68%).

Workup

  1. customwas obtained
  2. stirringthe mixture was stirred for 16 h
  3. filtrationThe mixture was filtered through a pad of ALOX B
  4. concentrationconcentrated
  5. addition5 ml DMF and 20 ml H2O were added
  6. customthe precipitate was collected
  7. customdried

Sources & evidence

ORD record
ord-16bab7f1a8c04b5c8296f1e69bf297e1
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

Loading…