Benzyl isocyanate → 5-Methyl-4-(3-benzyl-ureido)-thiophene-2-carboxylic acid methyl ester

HRID 583777Notes

Reaction equation

HRID 583777 reaction equation
[CH2:1]([N:8]=[C:9]=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:11][O:12][C:13]([C:15]1[S:16][C:17]([CH3:21])=[C:18]([NH2:20])[CH:19]=1)=[O:14]>>[CH3:11][O:12][C:13]([C:15]1[S:16][C:17]([CH3:21])=[C:18]([NH:20][C:9]([NH:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH:19]=1)=[O:14]

Participants

3

Reactant 2

HCID 76639Benzyl isocyanateHCID 59640747Methyl 4-amino-5-methylthiophene-2-carboxylate

Product 1

HCID 101931415-Methyl-4-(3-benzyl-ureido)-thiophene-2-carboxylic acid methyl ester

Procedure

The title compound was prepared according to the procedure described for Example 13 using benzyl isocyanate (0.4 g, 3.2 mmol) and 5-methyl-4-amino-thiophene-2-carboxylic acid methyl ester from Step 1 to afford 0.77 g of 5-methyl-4-(3-benzyl-ureido)-thiophene-2-carboxylic acid methyl ester. Recrystallization of a sample from acetonitrile gave product with a mp 185-187° C.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-c8d9cc2b2f894719874ca8e5b2237123
Source dataset
uspto-grants-2005_08
Patent number
US06924276B2

Reaction notes

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