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Methylurea → 6-amino-5-ethyl-1-methylpyrimidine-2,4(1H,3H)-dione

HRID 514313
Notes
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Reaction equation

HRID 514313 reaction equation
[C:1](C(CC)C(OCC)=O)#N.CNC(N)=O.[NH2:16][C:17]1[N:22]([CH2:23]C)[C:21](=[O:25])[NH:20][C:19](=[O:26])[C:18]=1[CH3:27]>>[NH2:16][C:17]1[N:22]([CH3:23])[C:21](=[O:25])[NH:20][C:19](=[O:26])[C:18]=1[CH2:27][CH3:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 11719MethylureaHCID 219611Ethyl 2-cyanobutanoateHCID 117772300HCID 117772300, compound

Product 1

HCID 8169016-amino-5-ethyl-1-methylpyrimidine-2,4(1H,3H)-dione

Procedure

Ethyl 2-cyanobutanoate was reacted with 1-methylurea according to the method described for synthesis of C9 in Example 5. The product was obtained as a white solid. Yield: 5.95 g, 35.2 mmol, 66%. 1H NMR (400 MHz, DMSO-d6) δ 10.36 (s, 1H), 6.41 (s, 2H), 3.22 (s, 3H), 2.22 (q, J=7.3 Hz, 2H), 0.87 (t, J=7.3 Hz, 3H).

Workup

  1. customThe product was obtained as a white solid

Sources & evidence

ORD record
ord-c6199ee93bf74e9db7403a7de0462331
Source dataset
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09107923B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes