4-Bromophenyl isocyanate → HCID 67514223, compound

HRID 517420Notes

Reaction equation

HRID 517420 reaction equation
[NH2:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([N:8]([CH2:10][CH2:11][N:12]([CH3:14])[CH3:13])[CH3:9])=[O:7])=[CH:4][CH:3]=1.[Br:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]=[C:25]=[O:26])=[CH:20][CH:19]=1>C(Cl)Cl>[Br:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:26])[NH:1][C:2]2[CH:16]=[CH:15][C:5]([C:6]([N:8]([CH2:10][CH2:11][N:12]([CH3:13])[CH3:14])[CH3:9])=[O:7])=[CH:4][CH:3]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 756094-Bromophenyl isocyanateHCID 11736183HCID 11736183, compound

Product 1

HCID 67514223HCID 67514223, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-amino-N-(2-dimethylamino-ethyl)-N-methyl-benzamide (4.0 g, 0.01809 mol) and TEA (2.01 g, 0.01809 mol) in DCM (50 mL) was added 4-bromophenyl isocyanate (4.3 g, 0.0217 mol). The reaction mixture was stirred at room temperature for 12 h. The white solid was obtained and was filtered and dried to afford the title compound [5.0 g, 67%]; LC-MS (ESI): Calculated mass: 418.1; Observed mass: 421.1 [M+H]+ (RT: 1.23 min).

Workup

  1. customThe white solid was obtained
  2. filtrationwas filtered
  3. customdried

Sources & evidence

ORD record
ord-e5dbf215bd304b09ac069d790ecb9aa0
Source dataset
uspto-grants-2015_08
Patent number
US09115092B2

Reaction notes

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