Urea → HCID 11628346, compound

HRID 2301531Notes

Reaction equation

NC(N)=O.[C:5]([O:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][NH:16][S:17]([C:20]1[C:25]([Cl:26])=[CH:24][CH:23]=[C:22]([NH2:27])[C:21]=1[OH:28])(=[O:19])=[O:18])=[O:11])([CH3:8])([CH3:7])[CH3:6].[Cl:29][C:30]1[C:35]([Cl:36])=[CH:34][CH:33]=[CH:32][C:31]=1[N:37]=[C:38]=[O:39]>>[C:5]([O:9][C:10]([NH:12][CH2:13][CH2:14][CH2:15][NH:16][S:17]([C:20]1[C:21]([OH:28])=[C:22]([NH:27][C:38]([NH:37][C:31]2[CH:32]=[CH:33][CH:34]=[C:35]([Cl:36])[C:30]=2[Cl:29])=[O:39])[CH:23]=[CH:24][C:25]=1[Cl:26])(=[O:19])=[O:18])=[O:11])([CH3:8])([CH3:6])[CH3:7]

Participants

Reactant 3

HCID 1176Urea

HCID 330501,2-Dichloro-3-isocyanatobenzene

HCID 18373571HCID 18373571, compound

Product 1

HCID 11628346HCID 11628346, compoundYield 55%

Procedure

Following the general procedure for urea formation outlined in example 15, N-[3-(tert-butoxycarbonylamino)propyl]-3-amino-6-chloro-2-hydroxybenzenesulfonamide (110 mg, 0.29 mmol) and 2,3-dichlorophenylisocyanate (65 mg, 0.35 mmol) were coupled to form the desired urea (90 mg, 55%). EI-MS (m/z) 565.64, 567.74, 569.60 (M−).

Sources & evidence

ORD record: ord-c8ea5acc9cbe42ffb007bb6a947172af
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500863B1

Reaction notes

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