Guanidine → 2-Amino-10-iodo-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one

HRID 545000Notes

Reaction equation

[I:1][C:2]1[CH:18]=[CH:17][C:5]2[NH:6][C:7](=[O:16])[CH2:8][C:9](=[CH:12]N(C)C)[C:10](=O)[C:4]=2[CH:3]=1.[NH2:19][C:20]([NH2:22])=[NH:21]>>[NH2:21][C:20]1[N:22]=[CH:12][C:9]2[CH2:8][C:7](=[O:16])[NH:6][C:5]3[CH:17]=[CH:18][C:2]([I:1])=[CH:3][C:4]=3[C:10]=2[N:19]=1

Participants

Reactant 2

HCID 3520Guanidine

HCID 669350664-dimethylaminomethylene-7-iodo-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

Product 1

HCID 598510212-Amino-10-iodo-5H,7H-benzo[b]pyrimido[4,5-d]azepin-6-one

Procedure

In a manner similar to that described in method H, 7-iodo-4-dimethylaminomethylene-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (v-a) and guanidine were converted to I-51 (79%): HRMS Calcd. for C12H11N4O: 352.9899, Found 352.9900.

Sources & evidence

ORD record: ord-fd6884c8386d4f1db02462cd6bd38a5f
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07935694B2

Reaction notes

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