Chlorosulfonyl isocyanate → HCID 11212669, compound

HRID 1816891Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[C:13]1[CH:14]=[CH:15][C:16]2[NH:22][C:21](=[O:23])[CH2:20][O:19][C:18]([C:25]3[O:26][CH:27]=[CH:28][CH:29]=3)([CH3:24])[C:17]=2[CH:30]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].ClS([N:35]=[C:36]=O)(=O)=O>>[C:1]([O:5][C:6]([N:8]1[C:9]([C:13]2[CH:14]=[CH:15][C:16]3[NH:22][C:21](=[O:23])[CH2:20][O:19][C:18]([C:25]4[O:26][CH:27]=[CH:28][CH:29]=4)([CH3:24])[C:17]=3[CH:30]=2)=[CH:10][CH:11]=[C:12]1[C:36]#[N:35])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 70918Chlorosulfonyl isocyanate

HCID 68865093HCID 68865093, compound

Product 1

HCID 11212669HCID 11212669, compound

Procedure

tert-Butyl-2-cyano-5-[5-(2-furyl)-5-methyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl]-1H-pyrrole-1-carboxylate was prepared from tert-butyl-2-[5-(2-furyl)-5-methyl-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-7-yl]-1H-pyrrole-1-carboxylate and chlorosulfonyl isocyanate generally according to the cyanation procedure described in example 1. 1H-NMR (DMSO-d6) δ 10.17 (s, 1H), 7.71 (d, J=1.46 Hz, 1H), 7.34 (dd, J=1.93, 8.34, Hz, 1H), 7.28 (d, J=3.79 Hz, 1H), 7.21 (d, J=8.42 Hz, 1H), 7.16 (d, J=1.94 Hz, 1H), 6.44-6.41 (m, 2H), 6.24 (d, J=3.18 Hz, 1H), 4.13 (d, J=16.14 Hz, 1H), 4.01 (d, J=16.11 Hz, 1H), 1.89 (s, 3H), 1.38 (s, 9H); MS (ES) m/z 434 ([M+H]+, 100%)

Sources & evidence

ORD record: ord-2a7f810dd00c44cc88ad9e0e8b62e0f9
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598237B2

Reaction notes

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