2-Aminothiazole → HCID 59732983, compound

HRID 2276261Notes

Reaction equation

HRID 2276261 reaction equation
[CH:1]1([S:6]([C:8]2[CH:9]=[C:10]([CH3:17])[CH:11]=[CH:12][C:13]=2[N+:14]([O-])=O)=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.C1C=C(Cl)C=C([C:25]([O:27]O)=O)C=1.C1(S(C2C=C(C)C=CC=2N)=O)CCCC1.[NH2:44][C:45]1[S:46][CH:47]=[CH:48][N:49]=1>>[CH:1]1([S:6]([C:8]2[CH:9]=[C:10]([CH3:17])[CH:11]=[CH:12][C:13]=2[NH:14][C:25]([NH:44][C:45]2[S:46][CH:47]=[CH:48][N:49]=2)=[O:27])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 21552-AminothiazoleHCID 70297m-Chloroperbenzoic acidHCID 66999062HCID 66999062, compound2×HCID 66999204HCID 66999204, compound2×

Product 1

HCID 59732983HCID 59732983, compoundYield 65%

Procedure

3-Cyclopentanesulfanyl-4-nitrotoluene (0.47 g, 2.0 mmol) was oxidized to 3-cyclopentanesulfinyl-4-nitrotoluene (0.46 g, 91%) following general procedure R (using one equivalent of m-CPBA). 3-Cyclopentanesulfinyl-4-nitrotoluene was reduced to 2-cyclopentanesulfinyl-4-methyl-aniline (0.33 g, 81%) following general procedure C. 1-(2-Cyclopentanesulfinyl-4-methyl-phenyl)-3-thiazol-2-yl-urea (225 mg, 65%) was prepared from 2-cyclopentanesulfinyl-4-methyl-aniline (223 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Sources & evidence

ORD record
ord-4a7b5343f0434de5a8372eb62d565ec6
Source dataset
uspto-grants-2015_09
Patent number
USRE045670E1

Reaction notes

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