Chlorine → HCID 18916402, compound

HRID 1290622Notes

Reaction equation

ClCl.[Cl:3][C:4]1[S:5][C:6]2[C:12]([N:13]3[C:18](=[O:19])[CH:17]=[C:16]([C:20]([F:23])([F:22])[F:21])[N:15]([CH3:24])[C:14]3=[O:25])=[C:11]([F:26])[CH:10]=[CH:9][C:7]=2[N:8]=1.[Cl:27]N1C(=O)CCC1=O>>[Cl:3][C:4]1[S:5][C:6]2[C:12]([N:13]3[C:18](=[O:19])[C:17]([Cl:27])=[C:16]([C:20]([F:22])([F:23])[F:21])[N:15]([CH3:24])[C:14]3=[O:25])=[C:11]([F:26])[CH:10]=[CH:9][C:7]=2[N:8]=1

Participants

Reactant 3

HCID 24526Chlorine

HCID 31398Chlorosuccinimide

HCID 18916380HCID 18916380, compound

Product 1

HCID 18916402HCID 18916402, compound

Procedure

Once the pyrimidinedione ring (VIII) is formed, additional substituents may be optionally added. For example, a chlorine moiety is added to the 3-(2-chloro-6-fluorobenzothiazol-7-yl)-1-methyl-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione molecule by treating it with N-chlorosuccinimide under acidic conditions, affording 3-(2-chloro-6-fluorobenzothiazol-7-yl)-1-methyl-5-chloro-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione (IX). Example 8 provides the detailed procedure for this method. ##STR3##

Workup

additionadditional substituents may be optionally added

Sources & evidence

ORD record: ord-1114740ee6954b66a508944defcb80e5
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05753595

Reaction notes

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