Bromine → 2,6-Diamino-5-bromo-1H-pyrimidin-4-one

HRID 412740

Reaction equation

HRID 412740 reaction equation
NC1S[C:4]2[C:9](=[O:10])[NH:8][C:7]([NH2:11])=[N:6][C:5]=2[N:12]=1.NC1NC(=O)C=C(N)N=1.[Br:22]Br.C([O-])(=O)C.[Na+]>C(O)(=O)C>[NH2:11][C:7]1[NH:8][C:9](=[O:10])[C:4]([Br:22])=[C:5]([NH2:12])[N:6]=1

Participants

6

Reactant 4

HCID 24408BromineHCID 517045Sodium AcetateHCID 1354087632-AminoisocytosineHCID 1355544462,5-Diaminothiazolo(4,5-d)pyrimidin-7-(6H)-one

Product 1

HCID 1354087642,6-Diamino-5-bromo-1H-pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

FIG. 21 shows the method of synthesis of 2,5-diamino-6H-thiazolo[4,5-d]pyrimidin-7-one 14. 2,6-diamino-3H-pyrimidin-4-one 1 was reacted with Br2 in the presence of sodium acetate and acetic acid to produce 2,6-diamino-5-bromopyrimidin-4-one 13. 2,6-diamino-5-bromopyrimidin-4-one 13 was then reacted with CN2SH4 in ethanol to produce 2,5-diamino-6H-thiazolo[4,5-d]pyrimidin-7-one 14.

Sources & evidence

ORD record
ord-d94bea108d634144a522a24b06738905
Source dataset
uspto-grants-2003_05
Patent number
US06562969B1

Linked notes

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