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21st April 2015 @ 05:49

GitHub Isuue #275

Crude AEW 222-1 (~10.4 mmol) was dissolved in CH2Cl2 (100.4 mL) (orange/brown solution) and PIDA (3.35 g, 10.4 mmol, 1 equiv.) was added and the reaction mixture stirred at room temperature for 

The reaction was stopped and the organic layer washed with saturated NaHCO3 solution (30 mL x 2). The inorganic layer was extracted with CH2Cl2 (3 x 20 mL). The combined organic layers were dried (MgSO4), filtered and evaporated to yield

 

Hazard and Risk Assessement:

see:

HIRAC AEW 218-1.pdf
 

Strings:

InChI=1S/C11H9ClN4/c12-10-7-13-8-11(15-10)16-14-6-9-4-2-1-3-5-9/h1-8H,(H,15,16)/b14-6+

to

InChI=1S/C11H7ClN4/c12-9-6-13-7-10-14-15-11(16(9)10)8-4-2-1-3-5-8/h1-7H

 

ClC1=CN=CC(N/N=C/C2=CC=CC=C2)=N1

to

ClC1=CN=CC2=NN=C(C3=CC=CC=C3)N21

Attached Files
21st April 2015 @ 05:48

GitHub Isuue #275


Crude AEW 217-1 (~10.4 mmol) was dissolved in CH2Cl2 (100.4 mL) (orange/brown solution) and PIDA (3.35 g, 10.4 mmol, 1 equiv.) was added and the reaction mixture stirred at room temperature for 

The reaction was stopped and the organic layer washed with saturated NaHCO3 solution (30 mL x 2). The inorganic layer was extracted with CH2Cl2 (3 x 20 mL). The combined organic layers were dried (MgSO4), filtered and evaporated to yield

 

Hazard and Risk Assessement:

HIRAC AEW 218-1.pdf
 

Strings:

InChI=1S/C7H9ClN4/c1-2-3-10-12-7-5-9-4-6(8)11-7/h3-5H,2H2,1H3,(H,11,12)/b10-3+

to

InChI=1S/C7H7ClN4/c1-2-6-10-11-7-4-9-3-5(8)12(6)7/h3-4H,2H2,1H3

 

ClC1=CN=CC(N/N=C/CC)=N1

to

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

21st April 2015 @ 00:57

 

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, 1 eq) was dissolved in EtOH (282 mL, 0.50 M), and hydrazine hydrate (13.5 mL, 270 mmol, 2 eq) added. The reaction mixture was stirred at reflux for x 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)

19th April 2015 @ 09:03

GitHub Issue 

 

AEW 85 (1.5 g, 10.4 mmol) was stirred into a solution of AcOH (0.6 mL) and MeCN (33 mL). Benzaldehyde (1.78 mL, 1.85 g, 10.4 mmol) was added and the reaction mixture (yellow ppt in orange soln) was stirred at room temperature overnight. 

Data:

 

Hazard and Risk Assessment:

HIRAC AEW 217-1.pdf
 

Strings:

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

and

InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H

to

InChI=1S/C11H9ClN4/c12-10-7-13-8-11(15-10)16-14-6-9-4-2-1-3-5-9/h1-8H,(H,15,16)/b14-6+

 

ClC1=CN=CC(NN)=N1

and

O=C([H])C1=CC=CC=C1

to

ClC1=CN=CC(N/N=C/C2=CC=CC=C2)=N1

Attached Files
19th April 2015 @ 09:01

GitHub Isuue #275

 

AEW 85 (1.5 g, 10.4 mmol) was stirred into a solution of AcOH (0.6 mL) and MeCN (33 mL). Propionaldehyde (0.75 mL, 0.60 g, 10.4 mmol) was added and the reaction mixture (yellow solution) was stirred at room temperature overnight. 

Data:

 

Hazard and Risk Assessment:

HIRAC AEW 217-1.pdf
 

Strings:

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

and

InChI=1S/C3H6O/c1-2-3-4/h3H,2H2,1H3

to

InChI=1S/C7H9ClN4/c1-2-3-10-12-7-5-9-4-6(8)11-7/h3-5H,2H2,1H3,(H,11,12)/b10-3+


ClC1=CN=CC(NN)=N1

and

O=C([H])CC

to

ClC1=CN=CC(N/N=C/CC)=N1