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Triethylamine → 1-(6-(3-(3-Tolyl)aminocarbonylaminophenyl)-2-benzothiazolyl)-3-ethylurea

HRID 9149
Notes
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Reaction equation

HRID 9149 reaction equation
[C:1]1([NH:7][C:8]([NH:10][C:11]2[CH:12]=[C:13]([C:17]3[CH:31]=[CH:30][C:20]4[N:21]=[C:22]([NH:24][C:25]([NH:27][CH2:28][CH3:29])=[O:26])[S:23][C:19]=4[CH:18]=3)[CH:14]=[CH:15][CH:16]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N[C:33]1C=C(C2C=CC3N=C(NC(NCC)=O)SC=3C=2)C=CC=1.C(N(CC)CC)C.C1(C)C=CC=C(N=C=O)C=1>C1(C)C=CC=CC=1>[C:5]1([CH3:33])[CH:4]=[CH:3][CH:2]=[C:1]([NH:7][C:8]([NH:10][C:11]2[CH:12]=[C:13]([C:17]3[CH:31]=[CH:30][C:20]4[N:21]=[C:22]([NH:24][C:25]([NH:27][CH2:28][CH3:29])=[O:26])[S:23][C:19]=4[CH:18]=3)[CH:14]=[CH:15][CH:16]=2)=[O:9])[CH:6]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 69303m-Tolyl isocyanateHCID 219855751-(6-(3-Aminophenyl)-2-benzothiazolyl)-3-ethylureaHCID 219856251-(6-(3-Phenylaminocarbonylaminophenyl)-2-benzothiazolyl)-3-ethylurea

Product 1

HCID 219855131-(6-(3-(3-Tolyl)aminocarbonylaminophenyl)-2-benzothiazolyl)-3-ethylureaYield 26%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Similar to the synthesis of 1-(6-(3-phenylaminocarbonylaminophenyl)-2-benzothiazolyl)-3-ethylurea, a mixture of 1-(6-(3-aminophenyl)-2-benzothiazolyl)-3-ethylurea, triethylamine, and 3-tolyl isocyanate in toluene was reacted to give the desired compound 0.023 g (26%). LC/MS 446.2 (M+1); LC retention time 3.76 min.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-539abe6e916e46699d709602a0ec92f3
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07091227B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes