Ammonium Hydroxide → HCID 178418808, compound

HRID 586779

Reaction equation

HRID 586779 reaction equation
[CH2:1]([S:7][S:8][CH2:9][C@H:10]([NH2:14])[C:11]([OH:13])=[O:12])[C@H:2]([NH2:6])[C:3]([OH:5])=[O:4].S(O)(O)(=O)=O.CO[C:22](=[NH:24])[NH2:23].[OH-].[NH4+:26]>>[NH:23]([CH:1]([S:7][S:8][CH2:9][C@H:10]([NH2:14])[C:11]([OH:13])=[O:12])[C@H:2]([NH2:6])[C:3]([OH:5])=[O:4])[C:22]([NH2:24])=[NH:26]

Participants

4

Reactant 3

HCID 14923Ammonium HydroxideHCID 67678(-)-CystineHCID 169039Carbamimidic acid, methyl ester, sulfate (1:1)

Product 1

HCID 178418808HCID 178418808, compound

Conditions

Temperature
60 °C

Procedure

To a solution of cystine (1 gm, 4.2 mmol) in ammonium hydroxide (10 mL) in a screw-capped vial was added O-methylisourea hydrogen sulfate (1.8 gm, 10 mmol). The vial was sealed and heated to 60° C. for 16 h. The solution was then cooled and the ammonium hydroxide was removed by rotary evaporation. The solid was then dissolved in water (20 mL), filtered through a cotton plug. The product was then isolated by ion exchange chromatography using Bio-Rex 70 resin and eluting with hydrochloric acid (100 mM).

Workup

  1. customThe vial was sealed
  2. temperatureThe solution was then cooled
  3. customthe ammonium hydroxide was removed by rotary evaporation
  4. dissolutionThe solid was then dissolved in water (20 mL)
  5. filtrationfiltered through a cotton plug
  6. customThe product was then isolated by ion exchange chromatography
  7. washeluting with hydrochloric acid (100 mM)

Sources & evidence

ORD record
ord-f766fc4bf6e44144bf48a6254ad741d1
Source dataset
uspto-grants-2005_08
Patent number
US06936729B2

Linked notes

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