Hydrochloric Acid → HCID 22013937, compound

HRID 1532635Notes

Reaction equation

[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[NH:9]([CH2:11][C:12](O)=[O:13])[CH3:10].[ClH:15]>>[OH2:13].[ClH:15].[ClH:15].[CH3:10][NH:9][CH2:11][C:12]1[NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[N:8]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 1088Sarcosine

HCID 7243O-Phenylenediamine

Product 1

HCID 22013937HCID 22013937, compound

Conditions

Temperature: -15 °C

Procedure

Combine o-phenylenediamine (10.8 g, 100 mmol) and sarcosine (13.4 g, 150 mmol) in 6 N HCl (100 mL). Heat at reflux 90 hours, allow to cool, and concentrate in vacuo to 45 g. Add EtOH (50 mL) and chill at −15° C. Filter the solid and wash with cold 90% EtOH. Dissolve in 80% EtOH (150 mL) and decolorize with charcoal. Concentrate in vacuo to 28 g, warm with 95% EtOH (160 mL), allow to cool, and filter to provide colorless rods.

Workup

temperatureHeat
temperatureat reflux 90 hours
temperatureto cool
concentrationconcentrate in vacuo to 45 g
filtrationFilter the solid
washwash with cold 90% EtOH
dissolutionDissolve in 80% EtOH (150 mL)
concentrationConcentrate in vacuo to 28 g
temperaturewarm with 95% EtOH (160 mL)
temperatureto cool
filtrationfilter
customto provide colorless rods

Sources & evidence

ORD record: ord-875d5a8fe3dc45048e3ab25eadf7065b
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06204282B1

Reaction notes

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