All Blogs | Help | Support | About
x This LabTrove instance has just been upgraded to 2.3, to see what new check out the documentation, http://www.labtrove.org/documentation/
23rd October 2014 @ 09:29

Reaction Scheme 

 

Procedure 

2,6-Dichloropyridine (Aldrich, 5 g, 33.75 mmol) was teated with neat Hydrazine hydrate - 64 % weight in H2O - (10 mL, 204 mmol) . The resulting mixture was stirred overnight at 60C. 

Hazard & Risk Assessment

see Synthesis of 2-chloro-6-hydrazinylpyradine (JS 3-1)

JS 2-2.docx


InChI strings

InChI=1S/C5H3Cl2N/c6-4-2-1-3-5(7)8-4/h1-3H

to

InChI=1S/C5H6ClN3/c6-4-2-1-3-5(8-4)9-7/h1-3H,7H2,(H,8,9)

SMILES

ClC1=CC=CC(Cl)=N1

to

ClC1=CC=CC(NN)=N1

 

Attached Files
23rd October 2014 @ 06:50


2-Chloropyrazine (1.8 g, 15.7 mmol) was dissolved in EtOH (15 mL), and hydrazine hydrate (1.6 mL, 31.4 mmol, 2 eq) added. The mixture was refluxed for 


Hazard and Risk Assessment:

See Preparation of 2-hydrazinylpyrazine (TM 62-1)

Strings:

InChI=1S/C4H3ClN2/c5-4-3-6-1-2-7-4/h1-3H

to

InChI=1S/C4H6N4/c5-8-4-3-6-1-2-7-4/h1-3H,5H2,(H,7,8)

 

ClC1=NC=CN=C1

to

NNC1=NC=CN=C1

Attached Files
22nd October 2014 @ 07:50

5-chloro-[1,2,4]triazolo[4,3-a]pyrazine (1 g, 6.5 mmol) was combined with N-bromosuccinimide (1.96 g, 7.2 mmol, 1.1 eq) in chloroform (50 mL), and refluxed from 4 pm.


N-bromosuccinamide was freshly purified by recrystalliation in water:

20 g in 200 mL, heated to 95 ˚C until all solid dissolved and then left to cool at rt until white crystals formed. Then cooled to 0 ˚C for 30 minutes, filtered washed with cold water to yield a white solid (15 g).

Hazard and Risk Assessment:

See Synthesis of 3-bromo-5-chloro-[1,2,4]triazolo[4,3-a]pyrazine (TM 57-1)

 

Strings:

InChI=1S/C5H3ClN4/c6-4-1-7-2-5-9-8-3-10(4)5/h1-3H

to

InChI=1S/C5H2BrClN4/c6-5-10-9-4-2-8-1-3(7)11(4)5/h1-2H

ClC1=CN=CC2=NN=CN21

to 

ClC1=CN=CC2=NN=C(Br)N21

Attached Files
21st October 2014 @ 01:24

 

Repeat of Synthesis of 2-Chloro-6-hydrazinylpyrazine (AEW 85-1), see also Synthesis of 2-Chloro-6-hydrazinylpyrazine (AEW 85-2) and Synthesis of 2-Chloro-6-hydrazinylpyrazine (AEW 85-3)

 

2,6-dichloropyrazine (21 g, 141 mmol) was dissolved in EtOH (100 mL), and hydrazine hydrate (13.5 mL, 270 mmol, 2 eq) added. The reaction mixture was stirred at reflux for 6 hours, 


The solvent was removed under reduced pressure to give a pale yellow solid. Water (~150 mL) and EtOAc (~200 mL) were added, and the mixture was shaken in an attempt to dissolve all solid. The organic layer was removed, the aqueous layer extracted with EtOAc (3 x 100 mL), and the combined organic layers washed with brine (~30 mL) before being concentrated under reduced pressure to yield 

 

Data:

Hazard and Risk Assessment:

See Synthesis of 2-Chloro-6-hydrazinylpyrazine (AEW 85-1)

InChi Strings:

InChI=1S/C4H2Cl2N2/c5-3-1-7-2-4(6)8-3/h1-2H

to

InChI=1S/C4H5ClN4/c5-3-1-7-2-4(8-3)9-6/h1-2H,6H2,(H,8,9)

20th October 2014 @ 06:23

AEW 174-1 (200 mg, 1.46 mmol, 1.00 equiv.) was  suspended in methanol (2 mL) and AcOH (0.05 mL). Aqueous formaldehyde (37% wt. 0.15 mL) added and stirred for 5 minutes. Sodium cyanoborohydride (92 mg, 1.46 mmol, 1.00 equiv.) was added portionwise. 

 

Data:

 

Hazard and Risk Assessment:

HIRAC AEW 188-1.pdf

 

InChi:

InChI=1S/C8H11NO/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m0/s1

to

InChI=1S/C9H13NO/c1-10-9(7-11)8-5-3-2-4-6-8/h2-6,9-11H,7H2,1H3