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1,3-dimethyl-6-{2-[2-(4-nitrophenyl)ethylamino]-ethylamino}-2,4(1H,3H)-pyrimidinedione → 1,3-dimethyl-6-[2-(4-nitrobenzylamino)ethylamino]-2,4(1H,3H)-pyrimidinedione

HRID 1085251
Notes
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Reaction equation

HRID 1085251 reaction equation
CN1C(NCCCNC2C=CC([N+:19]([O-:21])=[O:20])=CC=2)=CC(=O)N(C)C1=O.[CH3:25][N:26]1[C:31]([NH:32][CH2:33][CH2:34][NH:35][CH2:36][CH2:37][C:38]2[CH:43]=[CH:42][C:41]([N+]([O-])=O)=[CH:40]C=2)=[CH:30][C:29](=[O:47])[N:28]([CH3:48])[C:27]1=[O:49]>>[CH3:25][N:26]1[C:31]([NH:32][CH2:33][CH2:34][NH:35][CH2:36][C:37]2[CH:38]=[CH:43][C:42]([N+:19]([O-:21])=[O:20])=[CH:41][CH:40]=2)=[CH:30][C:29](=[O:47])[N:28]([CH3:48])[C:27]1=[O:49]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 200611561,3-dimethyl-6-{2-[2-(4-nitrophenyl)ethylamino]-ethylamino}-2,4(1H,3H)-pyrimidinedione2×HCID 200612441,3-dimethyl-6-[3-(4-nitroanilino)propylamino]-2,4-(1H,3H)-pyrimidinedione2×

Product 1

HCID 200613661,3-dimethyl-6-[2-(4-nitrobenzylamino)ethylamino]-2,4(1H,3H)-pyrimidinedione

Procedure

The same procedure as in Example 2 was repeated with the exception that 1,3-dimethyl-6-(piperazin-1-yl)-2,4-(1H,3H)-pyrimidinedione (compound 2) was replaced with 0.45 g of 6-(2-aminoethylamino)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione (compound 13), in order to obtain 1,3-dimethyl-6-[2-(4-nitrobenzylamino)ethylamino]-2,4(1H,3H)-pyrimidinedione.

Sources & evidence

ORD record
ord-e89c8c1262c146fbab5c36bb204f909f
Source dataset
uspto-grants-1991_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05008267

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes