Triethylamine → HCID 18930582, compound

HRID 1598901Notes

Reaction equation

HRID 1598901 reaction equation
Br.[NH2:2][CH2:3][C:4]([NH:6][C:7]1[CH:20]=[CH:19][CH:18]=[CH:17][C:8]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:10])=[O:5].[Br:21][C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][CH:28]=1)[NH2:25].Cl[C:30](Cl)([O:32]C(=O)OC(Cl)(Cl)Cl)Cl.C(N(CC)CC)C>O1CCCC1>[Br:21][C:22]1[CH:23]=[C:24]([NH:25][C:30](=[O:32])[NH:2][CH2:3][C:4]([NH:6][C:7]2[CH:20]=[CH:19][CH:18]=[CH:17][C:8]=2[C:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[O:10])=[O:5])[CH:26]=[CH:27][CH:28]=1

Participants

6

Reactant 4

HCID 8471Triethylamine2×HCID 115623-BromoanilineHCID 94429TriphosgeneHCID 376124HCID 376124, compound

Product 1

HCID 18930582HCID 18930582, compoundYield 186.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of the compound 3a (1.341 g, 4 mmol) prepared in Preparation 3 in tetrahydrofuran (10 ml) is added under ice cooling to a solution of m-bromoisocyanate which is prepared according to the method described in EP-508796-A1 from a solution of m-bromoaniline (846 mg, 4.92 mmol), triphosgene (551 mg, 1.72 mmol) and triethylamine (960 μl, 6.9 mmol) in tetrahydrofuran (50 ml). In addition, triethylamine (558 μl, 4 mmol) is added and treated in a manner similar to that described in Preparation 5 to prepare the compound 6v (1.45 g, yield 68%).

Workup

  1. customis prepared
  2. additiontreated in a manner similar to
  3. customthat described in Preparation 5

Sources & evidence

ORD record
ord-e69d247504c24a47b50106eb141775b5
Source dataset
uspto-grants-1998_04
Patent number
US05739162

Reaction notes

Loading…