Water → HCID 178514070, compound

HRID 2121743Notes

Reaction equation

HRID 2121743 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]1[CH:4]=[C:5]([N:9]([C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][C:14]=2[C:20]2[NH:24][N:23]=[N:22][N:21]=2)[C:10]([NH2:12])=[O:11])[CH:6]=[CH:7][CH:8]=1.C(N(CC)CC)C.[C:34](Cl)(=[O:41])[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1.O>O1CCCC1>[F:26][C:2]([F:1])([F:25])[C:3]1[CH:4]=[C:5]([N:9]([C:13]2[CH:18]=[CH:17][C:16]([NH:19][C:34](=[O:41])[C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[CH:15][C:14]=2[C:20]2[NH:24][N:23]=[N:22][N:21]=2)[C:10]([NH2:12])=[O:11])[CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 178514069HCID 178514069, compound

Product 1

HCID 178514070HCID 178514070, compoundYield 59.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 3-trifluoromethylphenyl-4-amino-2-(5-tetrazolyl)phenyl urea (0.36 g, 1.0 mmol) in tetrahydrofuran (40 mL) was added triethylamine (0.17 mL, 1.2 mmol). The solution was cooled on an ice bath and benzoylchloride (0.14 mL, 1.2 mmol) was added. The reaction was stirred at 0° C. for another 30 min. The reaction was poured into water. The precipitate was filtered off and re-crystallised from 96% ethanol to give 0.28 g of the desired material. M.p. 271-272° C.

Workup

  1. temperatureThe solution was cooled on an ice bath
  2. filtrationThe precipitate was filtered off
  3. customre-crystallised from 96% ethanol

Sources & evidence

ORD record
ord-005ac03cb82d4697874119aa967be095
Source dataset
uspto-grants-2004_02
Patent number
US06696475B2

Reaction notes

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