Hydroxylamine → HCID 178513429, compound

HRID 619020Notes

Reaction equation

HRID 619020 reaction equation
C1(O[C:8]([N:10]2[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([N:18]3[CH2:23][CH2:22][CH:21]([CH:24]4[C:30]5=[N:31][CH:32]=[C:33]([Br:35])[CH:34]=[C:29]5[CH2:28][CH2:27][C:26]5[CH:36]=[C:37]([Cl:41])[CH:38]=[C:39]([Cl:40])[C:25]4=5)[CH2:20][CH2:19]3)=[O:17])[CH2:11]2)=[NH:9])C=CC=CC=1.[NH2:42][OH:43].Cl.NO.[OH-].[Na+]>CO>[Br:35][C:33]1[CH:34]=[C:29]2[CH2:28][CH2:27][C:26]3[CH:36]=[C:37]([Cl:41])[CH:38]=[C:39]([Cl:40])[C:25]=3[CH:24]([CH:21]3[CH2:20][CH2:19][N:18]([C:16](=[O:17])[CH2:15][CH:12]4[CH2:13][CH2:14][N:10]([C:8](=[NH:9])[NH:42][OH:43])[CH2:11]4)[CH2:23][CH2:22]3)[C:30]2=[N:31][CH:32]=1

Participants

6

Reactant 4

HCID 787HydroxylamineHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 9961224HCID 9961224, compound

Product 1

HCID 178513429HCID 178513429, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Dissolve the product of Example 9 (1 equivalent) in CH3OH. Prepare an aqueous solution of hydroxylamine by dissolving hydroxylamine hydrochloride (1 equivalent) in 50% (w/v) NaOH (1 equivalent) and add to the mixture; stir at 25° C. for 18 h. Evaporate the solution to dryness and triturate with water. Filter off the solid and purify on silica gel to give the title compound.

Workup

  1. additionadd to the mixture
  2. customEvaporate the solution to dryness
  3. customtriturate with water
  4. filtrationFilter off the solid
  5. custompurify on silica gel

Sources & evidence

ORD record
ord-9dddf4e0b05a40d28fb50c15b7b84377
Source dataset
uspto-grants-1999_09
Patent number
US05958890

Reaction notes

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