Triethylamine → (6-(3-(3-Methylphenyl)aminocarbonylamino-propanoyl)-2-benzothiazolyl)-3-ethylurea

HRID 9141

Reaction equation

HRID 9141 reaction equation
[NH2:1][CH2:2][CH2:3][C:4]([C:6]1[CH:20]=[CH:19][C:9]2[N:10]=[C:11]([NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])[S:12][C:8]=2[CH:7]=1)=[O:5].C(N([CH2:26][CH3:27])CC)C.[N-:28]=[C:29]=[O:30]>CN(C=O)C>[CH3:7][C:6]1[CH:4]=[C:3]([NH:28][C:29]([NH:1][CH2:2][CH2:3][C:4]([C:6]2[CH:20]=[CH:19][C:9]3[N:10]=[C:11]([NH:13][C:14]([NH:16][CH2:17][CH3:18])=[O:15])[S:12][C:8]=3[CH:7]=2)=[O:5])=[O:30])[CH:2]=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 105034IsocyanateHCID 219855561-(6-(3-Aminopropanoyl)-2-benzothiazolyl)-3-ethylurea

Product 1

HCID 21985584(6-(3-(3-Methylphenyl)aminocarbonylamino-propanoyl)-2-benzothiazolyl)-3-ethylureaYield 25%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Similar to the synthesis of Example 249, a mixture of 1-(6-(3-aminopropanoyl)-2-benzothiazolyl)-3-ethylurea, triethylamine and 3-methylphenhyl isocyanate in DMF was reacted to give the desired compound 0.021 g (25%). LC/MS 426.1 (M+1); LC retention time 2.94 min.

Workup

  1. customSimilar to the synthesis of Example 249
  2. customwas reacted

Sources & evidence

ORD record
ord-3b86cf3eeca34ce7947e49ad0db3feaf
Source dataset
uspto-grants-2006_08
Patent number
US07091227B2

Linked notes

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