3-Methoxycarbonylphenyl isothiocyanate → HCID 178463791, compound

HRID 1163443Notes

Reaction equation

HRID 1163443 reaction equation
[NH2:1][C:2]1[C:19]([NH2:20])=[CH:18][C:5]([C:6]([NH:8][C:9]2[CH:17]=[CH:16][C:12]3[N:13]=[CH:14][S:15][C:11]=3[CH:10]=2)=[O:7])=[C:4]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[CH:3]=1.[CH3:26][O:27][C:28](=[O:38])[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([N:35]=[C:36]=S)[CH:30]=1>C(Cl)CCl>[CH3:26][O:27][C:28](=[O:38])[C:29]1[CH:34]=[CH:33][CH:32]=[C:31]([NH:35][C:36]2[NH:1][C:2]3[CH:3]=[C:4]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[C:5]([C:6](=[O:7])[NH:8][C:9]4[CH:17]=[CH:16][C:12]5[N:13]=[CH:14][S:15][C:11]=5[CH:10]=4)=[CH:18][C:19]=3[N:20]=2)[CH:30]=1

Participants

4

Reactant 2

HCID 1378333-Methoxycarbonylphenyl isothiocyanateHCID 68443017HCID 68443017, compound

Product 1

HCID 178463791HCID 178463791, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

4,5-Diamino-N-benzothiazol-6-yl-2-diethylaminobenzamide (0.3 mmol; see Example 133) from above was reacted with 3-isothiocyanatobenzoic acid methyl ester (0.3 mmol) followed by cyclization in situ using EDC as described in general procedure B to obtain 3-[5-(benzothiazol-6-ylcarbamoyl)-6-diethylamino-1H-benzoimidazol-2-ylamino]-benzoic acid methyl ester. MS: m/z 515 (M+H)+.

Sources & evidence

ORD record
ord-73af5bd37d4c475b8ad58daed7ed7277
Source dataset
uspto-grants-2010_10
Patent number
US07820821B2

Reaction notes

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