1,3-Dibromo-5,5-dimethylhydantoin → HCID 67275274, compound

HRID 1696930Notes

Reaction equation

HRID 1696930 reaction equation
[C:1]([N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([N:15]3[CH2:19][CH2:18][CH2:17][CH2:16]3)[N:13]=2)[C:8](=[O:20])[C:7]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:6]1)([CH3:4])([CH3:3])[CH3:2].[Br:26]N1C(C)(C)C(=O)N(Br)C1=O.S(=O)(O)[O-].[Na+]>ClCCl>[Br:26][C:11]1[CH:10]=[C:9]2[C:14](=[N:13][C:12]=1[N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1)[N:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[CH:6]=[C:7]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:8]2=[O:20]

Participants

5

Reactant 3

HCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 23665763Sodium BisulfiteHCID 67275514HCID 67275514, compound

Product 1

HCID 67275274HCID 67275274, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of Example 74A (343.42 mg) and 1,3-dibromo-5,5-dimethylhydantoin (171.5 mg) in dichloromethane (15 mL) was stirred for 15 minutes, treated with 10% sodium bisulfite, and extracted with dichloromethane (50 mL). The extract was washed with water and brine, dried (MgSO4), filtered, and concentrated; and the concentrate was crystallized from dichloromethane/diethyl ether.

Workup

  1. extractionextracted with dichloromethane (50 mL)
  2. washThe extract was washed with water and brine
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customand the concentrate was crystallized from dichloromethane/diethyl ether

Sources & evidence

ORD record
ord-16b10f7e244d4f7ca336ee5e7bc7aa68
Source dataset
uspto-grants-2012_04
Patent number
US08163769B2

Reaction notes

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