Isopropyl isocyanate → HCID 16105865, compound

HRID 2054856Notes

Reaction equation

HRID 2054856 reaction equation
[CH3:1][C:2]1[C:7]([C:8]([NH:10][C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]([S:21](Cl)(=[O:23])=[O:22])=[CH:13][CH:12]=2)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[N:25]([CH:28]([CH3:30])C)=[C:26]=[O:27]>C(N(CC)CC)C>[C:26]([N:25]1[CH2:28][CH2:30][CH:2]([NH:3][S:21]([C:14]2[C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:11]([NH:10][C:8](=[O:9])[C:7]3[CH:6]=[CH:5][CH:4]=[N:3][C:2]=3[CH3:1])=[CH:12][CH:13]=2)(=[O:23])=[O:22])[CH2:7][CH2:6]1)(=[O:27])[CH2:12][CH2:11][CH3:20]

Participants

4

Reactant 2

HCID 61277Isopropyl isocyanateHCID 86594987HCID 86594987, compound

Product 1

HCID 16105865HCID 16105865, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

The title compound was prepared following the general procedure in Scheme 5, beginning with 4-[(2-methyl-pyridine-3-carbonyl)-amino]-naphthalene-1-sulfonyl chloride, and substituting butyryl chloride and triethylamine for 2-isocyanato-propane. 1H NMR (300 MHz, DMSO) δ 10.76 (s, 1H), 8.68 (d, 1H), 8.59 (d, 1H), 8.31 (d, 1H), 8.24 (d, 1H), 8.10 (d, 1H), 8.04 (d, 1H), 7.98 (d, 1H), 7.73 (m, 2H), 7.41 (m, 1H), 4.00 (d, 1H), 3.61 (d, 1H), 3.23 (m, 1H), 2.93 (t, 1H), 2.66 (s, 3H), 2.59 (m, 1H), 2.17 (t, 2H), 1.48 (m, 2H), 1.43 (m, 2H), 1.19 (m, 2H), 0.82 (m, 2H). LC/MS m/z 494 (M−H)−, 496 (M+H)+.

Sources & evidence

ORD record
ord-82ea21dbadd5424cbc470cdad16e5b8e
Source dataset
uspto-grants-2008_02
Patent number
US07329755B2

Reaction notes

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