Methyl N-(triethylammoniosulfonyl)carbamate → HCID 49868874, compound

HRID 570935Notes

Reaction equation

HRID 570935 reaction equation
[C:1]([NH:9][NH:10][C:11]([C:13]1[N:14]=[CH:15][N:16]2[C:21](=[O:22])[N:20]([CH2:23][C:24]#[CH:25])[N:19]=[N:18][C:17]=12)=[O:12])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC>C1COCC1>[C:2]1([C:1]2[O:12][C:11]([C:13]3[N:14]=[CH:15][N:16]4[C:21](=[O:22])[N:20]([CH2:23][C:24]#[CH:25])[N:19]=[N:18][C:17]=34)=[N:10][N:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 86663783HCID 86663783, compound

Product 1

HCID 49868874HCID 49868874, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

N′-Benzoyl-4-oxo-3-(prop-2-ynyl)-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbohydrazide (0.15 mmol) and Burgess reagent (0.30 mmol) were heated under microwave irradiation in THF (1 mL) at 60° C. for 2 minutes (Max Power 100 W). The precipitate was filtered and washed with DCM to give the title compound. δH (DMSO-d6) 9.10 (1H, s), 8.13 (2H, m), 7.70 (3H, m), 5.20 (2H, d, J=2.8), 3.57 (1H, t, J=2.8).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with DCM

Sources & evidence

ORD record
ord-403bddf0281e46298abb151dda63caef
Source dataset
uspto-grants-2015_05
Patent number
US09024018B2

Reaction notes

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