Ammonia → 6,6-Dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysen-1-ylamine

HRID 513759Notes

Reaction equation

HRID 513759 reaction equation
Cl[C:2]1[C:19]2[C:6](=[C:7]3[C:16](=[CH:17][CH:18]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[S:9](=[O:21])(=[O:20])[NH:8]3)[N:5]=[CH:4][CH:3]=1.[NH3:22]>CO>[O:20]=[S:9]1(=[O:21])[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16]2[C:7](=[C:6]3[C:19](=[CH:18][CH:17]=2)[C:2]([NH2:22])=[CH:3][CH:4]=[N:5]3)[NH:8]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 681833551-Chloro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

Product 1

HCID 681902826,6-Dioxo-5,6-dihydro-6lambda*6*-thia-4,5-diaza-chrysen-1-ylamineYield 20%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a similar fashion using route 48 general procedure 114, 1-chloro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide 305 (90 mg, 0.28 mmol), 7M NH3 in MeOH (5 ml) gave the title compound (17 mg, 20%) after purification by column chromatography eluting with chloroform/MeOH (98:2:1 drop NH3).

Sources & evidence

ORD record
ord-b9df613ad6f84ddf8dc1c0d2dddf6181
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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