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Ethyl 2-(3-(benzo[c][1,2,5]thiadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate → 2-(3-(Benzo[c][1,2,5]thiadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acid

HRID 560717
Notes
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Reaction equation

HRID 560717 reaction equation
CC1C=C(N2CCN(CC3C=CC(C(F)(F)F)=CC=3)C2=O)SC=1C(OCC)=O.[N:29]1[S:30][N:31]=[C:32]2[CH:37]=[C:36]([CH2:38][N:39]3[CH2:43][CH2:42][N:41]([C:44]4[S:45][C:46]([C:50]([O:52]CC)=[O:51])=[C:47]([CH3:49])[N:48]=4)[C:40]3=[O:55])[CH:35]=[CH:34][C:33]=12>>[N:29]1[S:30][N:31]=[C:32]2[CH:37]=[C:36]([CH2:38][N:39]3[CH2:43][CH2:42][N:41]([C:44]4[S:45][C:46]([C:50]([OH:52])=[O:51])=[C:47]([CH3:49])[N:48]=4)[C:40]3=[O:55])[CH:35]=[CH:34][C:33]=12
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 58031406Ethyl 2-(3-(benzo[c][1,2,5]thiadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylateHCID 58031427Ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate

Product 1

HCID 580316352-(3-(Benzo[c][1,2,5]thiadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylic acidYield 85%

Procedure

Following the procedure as described in Example 14, making variations as required to replace ethyl 3-methyl-5-(2-oxo-3-(4-(trifluoromethyl)benzyl)imidazolidin-1-yl)thiophene-2-carboxylate with ethyl 2-(3-(benzo[c][1,2,5]thiadiazol-5-ylmethyl)-2-oxoimidazolidin-1-yl)-4-methylthiazole-5-carboxylate, the title compound was obtained as a colorless solid in 85% yield: MS (ES+) m/z 376.1 (M+1).

Sources & evidence

ORD record
ord-9fcaccf9e32743ef95db6662a3ce9836
Source dataset
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08063084B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes