Hydrochloric Acid → HCID 178458062, compound
Reaction equation
[CH3:1]/[C:2](/[CH:8]=[N:9]/[N:10]=[C:11]([NH2:13])[NH2:12])=[N:3]\[N:4]=[C:5]([NH2:7])[NH2:6].Cl.C(O)(C)C>O>[CH3:1][C:2](=[N:3][NH:4][C:5](=[NH:6])[NH2:7])[CH:8]=[N:9][NH:10][C:11](=[NH:12])[NH2:13]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 30 °C
Procedure
A suspension of etude MGBG (460 g) in 920 g DI water was warmed to 40°-50° C. to give a clear pale yellow solution. The mixture was cooled to 30° C. and 920 mg conc. HCl was added. A pH of 0-1 was measured with litmus paper. Isopropanol (350 g, 446 mL) was added rapidly and the mixture stirred for 1 hour at 28°-32° C. The solutions were filtered to remove insoluble material. The filtrate was added to the reaction flask and acidified further with 0.5 g of conc. HCl The isopropanol (1.84 kg) was added over 10-15 minutes to the vigorously stirred solution. The mixture was cooled to 8°-12° C. and stirred for an additional hour. The solids were collected and the cake was rinsed with 2×200 mL isopropanol. After drying in a vacuum oven at 30°-40° C. for 24 hours, the recovery was about 90%. HPLC (ETI)=0.65%, nmr (dmsod6); IR (Kbr).
Workup
- temperaturewas warmed to 40°-50° C.
- customto give a clear pale yellow solution
- filtrationThe solutions were filtered
- customto remove insoluble material
- additionThe filtrate was added to the reaction flask
- additionwas added over 10-15 minutes to the vigorously stirred solution
- temperatureThe mixture was cooled to 8°-12° C.
- stirringstirred for an additional hour
- customThe solids were collected
- washthe cake was rinsed with 2×200 mL isopropanol
- customAfter drying in a vacuum oven at 30°-40° C. for 24 hours
Sources & evidence
- ORD record
- ord-8404a4fcf5dc48fab0503be6c2eea922
- Source dataset
- uspto-grants-1997_08
- Patent number
- US05659083
Reaction notes
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